Synthesis of Vinylsilanes

Diane S. W. Lim; Edward A. Anderson

doi:10.1055/s-0031-1289729

Subscribe to RSS

Please copy the URL and add it into your RSS Feed Reader.

https://www.thieme-connect.de/rss/thieme/en/10.1055-s-00000084.xml

Share / Bookmark

Facebook X Linkedin Weibo

Download PDF

Synthesis 2012(7): 983-1010
DOI: 10.1055/s-0031-1289729

REVIEW

Synthesis of Vinylsilanes

Diane S. W. Lim, Edward A. Anderson*
Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford OX1 3TA, UK
Fax: +44(1865)285002; e-Mail: edward.anderson@chem.ox.ac.uk;

Further Information

Publication History

Received 10 December 2011
Publication Date:
01 March 2012 (online)

Abstract
Full Text
References

Permissions and Reprints All articles of this category

Abstract

Vinylsilanes are versatile synthetic building blocks, which in recent years have played an increasing role in the synthesis of complex molecules. This article provides an overview of regio- and stereoselective methods for the preparation of vinylsilanes, focusing on the most flexible and synthetically practical routes to each substitution pattern.

1 Introduction

2 Acyclic Vinylsilanes

2.1 trans-1,2-Disubstituted Vinylsilanes

2.2 cis-1,2-Disubstituted Vinylsilanes

2.3 1,1-Disubstituted Vinylsilanes

2.4 1,1,2-Trisubstituted Vinylsilanes

2.5 1,2,2-Trisubstituted and Tetrasubstituted Vinylsilanes

3 Cyclic Vinylsilanes

3.1 Exocyclic vinylsilanes

3.2 Endocyclic vinylsilanes

4 Conclusions

Key words

silicon - alkenes - hydrosilylation - olefination - organometallic reagents

References

1a Chan TH. Fleming I. Synthesis 1979, 761

Google Scholar
1b Fleming I. Barbero A. Walter D. Chem. Rev. 1997, 97: 2063

Google Scholar
2a Blumenkopf TA. Overman LE. Chem. Rev. 1986, 86: 857

Google Scholar
2b Langkopf E. Schinzer D. Chem. Rev. 1995, 95: 1375

Google Scholar
3a Tamao K. Kumada M. Maeda K. Tetrahedron Lett. 1984, 25: 321

Google Scholar
3b Jones GR. Landais Y. Tetrahedron 1996, 52: 7599

Google Scholar
4a Denmark SE. Regens CS. Acc. Chem. Res. 2008, 41: 1486

Google Scholar
4b Denmark SE. Liu JHC. Angew. Chem. Int. Ed. 2010, 49: 2978

Google Scholar
4c Nakao Y. Hiyama T. Chem. Soc. Rev. 2011, 40: 4893

Google Scholar
5 Trost BM. Ball ZT. Synthesis 2005, 853

Google Scholar
6 Benkeser RA. Burrous ML. Nelson LE. Swisher JV. J. Am. Chem. Soc. 1961, 83: 4385

Google Scholar
7 Lewis LN. Sy KG. Bryant GL. Donahue PE. Organometallics 1991, 10: 3750

Google Scholar
8 Denmark SE. Wang Z. Org. Lett. 2001, 3: 1073

Google Scholar
9 Constantinos AT. J. Organomet. Chem. 1980, 187: 427

Google Scholar
10 Wu W. Zhang XY. Kang SX. Gao YM. Chin. Chem. Lett. 2010, 21: 312

Google Scholar
11 Itami K. Mitsudo K. Nishino A. Yoshida J.-i. J. Org. Chem. 2002, 67: 2645

Google Scholar
12 Denmark SE. Neuville L. Christy MEL. Tymonko SA. J. Org. Chem. 2006, 71: 8500

Google Scholar
13 Aneetha H. Wu W. Verkade JG. Organometallics 2005, 24: 2590

Google Scholar
14a Poyatos M. Maisse-François A. Bellemin-Laponnaz S. Gade LH. Organometallics 2006, 25: 2634

Google Scholar
14b Hu JJ. Li F. Hor TSA. Organometallics 2009, 28: 1212

Google Scholar
14c Lu C. Gu S. Chen W. Qiu H. Dalton Trans. 2010, 39: 4198

Google Scholar
15a Berthon-Gelloz G. Buisine O. Brière J.-F. Michaud G. Stérin S. Mignani G. Tinant B. Declercq J.-P. Chapon D. Markó IE. J. Organomet. Chem. 2005, 690: 6156

Google Scholar
15b De Bo G. Berthon-Gelloz G. Tinant B. Markó IE. Organometallics 2006, 25: 1881

Google Scholar
15c Berthon-Gelloz G. Schumers J.-M. De Bo G. Markó IE. J. Org. Chem. 2008, 73: 4190

Google Scholar
16 Hamze A. Provot O. Brion J.-D. Alami M. J. Organomet. Chem. 2008, 693: 2789

Google Scholar
17 McLaughlin MG. Cook MJ. Chem. Commun. 2011, 47: 11104

Google Scholar
18 Takeuchi R. Nitta S. Watanabe D. J. Org. Chem. 1995, 60: 3045

Google Scholar
19a Robichaud J. Tremblay F. Org. Lett. 2006, 8: 597

Google Scholar
19b Hayashida J. Rawal VH. Angew. Chem. Int. Ed. 2008, 47: 4373

Google Scholar
20a Fleming I. Newton TW. Roessler F. J. Chem. Soc., Perkin Trans. 1 1981, 2527

Google Scholar
20b Barbero A. Cuadrado P. Fleming I. Gonzalez AM. Pulido FJ. Sanchez A.
J. Chem. Soc., Perkin Trans. 1 1995, 1525

Google Scholar
20c Fleming IJ. Lawrence N. J. Chem. Soc., Perkin Trans. 1 1998, 2679

Google Scholar
21a Lipshutz BH. Sclafani JA. Takanami T. J. Am. Chem. Soc. 1998, 120: 4021

Google Scholar
21b Reginato G. Mordini A. Valacchi M. Grandini E. J. Org. Chem. 1999, 64: 9211

Google Scholar
22a Ager DJ. Synthesis 1984, 384

Google Scholar
22b van Staden LF. Gravestock D. Ager DJ. Chem. Soc. Rev. 2002, 31: 195

Google Scholar
23a Itami K. Nokami T. Yoshida J.-i. Org. Lett. 2000, 2: 1299

Google Scholar
23b Itami K. Nokami T. Yoshida J.-i. Tetrahedron 2001, 57: 5045

Google Scholar
24 McNulty J. Das P. Chem. Commun. 2008, 1244

Google Scholar
25 Takai K. Kataoka Y. Okazoe T. Utimoto K. Tetrahedron Lett. 1987, 28: 1443

Google Scholar
26 Takai K. Kunisada Y. Tachibana Y. Yamaji N. Nakatani E. Bull. Chem. Soc. Jpn. 2004, 77: 1581

Google Scholar
27 For the synthesis of bis-silylalkenes using Takai’s conditions and the corresponding dibromosilylmethane reagent, see: Hodgson DM. Comina PJ. Tetrahedron Lett. 1994, 35: 9469

Google Scholar
28 Lim DSW. Anderson EA. Org. Lett. 2011, 13: 4806

Google Scholar
29a Marciniec B. Majchrzak M. Prukaa W. Kubicki M. Chadyniak D. J. Org. Chem. 2005, 70: 8550

Google Scholar
29b Prukaa W. Majchrzak M. Pietraszuk C. Marciniec B. J. Mol. Catal. A: Chem. 2006, 254: 58

Google Scholar
29c Prukaa W. Majchrzak M. Posaa K. Marciniec B. Synthesis 2008, 3047

Google Scholar
30a Marciniec B. Pietraszuk C. Organometallics 1997, 16: 4320

Google Scholar
30b Itami Y. Marciniec B. Majchrzak M. Kubicki M. Organometallics 2003, 22: 1835

Google Scholar
31 Kita Y. Tobisu M. Chatani N. Org. Lett. 2010, 12: 1864

Google Scholar
32 Ilies L. Okabe J. Yoshikai N. Nakamura E. Org. Lett. 2010, 12: 2838

Google Scholar
33a Ojima I. Clos N. Donovan RJ. Ingallina P. Organometallics 1990, 9: 3127

Google Scholar
33b Jun C.-H. Crabtree RH. J. Organomet. Chem. 1993, 447: 177

Google Scholar
34 Na Y. Chang S. Org. Lett. 2000, 2: 1887

Google Scholar
35 Katayama H. Taniguchi K. Kobayashi M. Sagawa T. Minami T. Ozawa F. J. Organomet. Chem. 2002, 645: 192

Google Scholar
36a Arico CS. Cox LR. Org. Biomol. Chem. 2004, 2: 2558

Google Scholar
36b Maifeld SV. Tran MN. Lee D. Tetrahedron Lett. 2005, 46: 105

Google Scholar
36c Menozzi C. Dalko PI. Cossy J. J. Org. Chem. 2005, 70: 10717

Google Scholar
37 Mori A. Takahisa E. Yamamura Y. Kato T. Mudalige AP. Kajiro H. Hirabayashi K. Nishihara Y. Hiyama T. Organometallics 2004, 23: 1755

Google Scholar
38a Poyatos M. Mas-Marzá E. Mata JA. Sanaú M. Peris E. Eur. J. Inorg. Chem. 2003, 1215

Google Scholar
38b Mas-Marzá E. Sanaú M. Peris E. Inorg. Chem. 2005, 44: 9961

Google Scholar
38c Viciano M. Mas-Marzá E. Sanaú M. Peris E. Organometallics 2006, 25: 3063

Google Scholar
38d Jiménez MV. Pérez-Torrente JJ. Bartolomé MI. Gierz V. Lahoz FJ. Oro LA. Organometallics 2008, 27: 224

Google Scholar
39a Chatgilialoglu C. Chem. Eur. J. 2008, 14: 2310

Google Scholar
39b Postigo A. Kopsov S. Zlotsky SS. Ferreri C. Chatgilialoglu C. Organometallics 2009, 28: 3282

Google Scholar
40a Liu Y. Yamazaki S. Yamabe S. J. Org. Chem. 2004, 70: 556

Google Scholar
40b Wang J. Zhu Z. Huang W. Deng M. Zhou X. J. Organomet. Chem. 2008, 693: 2188

Google Scholar
41 Trost BM. Frederiksen MU. Papillon JPN. Harrington PE. Shin S. Shireman BT. J. Am. Chem. Soc. 2005, 127: 3666

Google Scholar
42a Anderson JC. Munday RH. J. Org. Chem. 2004, 69: 8971

Google Scholar
42b Lowe JT. Youngsaye W. Panek JS. J. Org. Chem. 2006, 71: 3639

Google Scholar
43 Sore HF. Blackwell DT. MacDonald SJF. Spring DR. Org. Lett. 2010, 12: 2806

Google Scholar
44 Soderquist JA. Santiago B. Tetrahedron Lett. 1990, 31: 5113

Google Scholar
45 Blackwell DT. Galloway WRJD. Spring DR. Synlett 2011, 2140

Google Scholar
46a Trost BM. Ball ZT. J. Am. Chem. Soc. 2001, 123: 12726

Google Scholar
46b For other examples of cyclopentadienyl ruthenium complexes, see: Kawanami Y. Sonoda Y. Mori T. Yamamoto K. Org. Lett. 2002, 4: 2825

Google Scholar
47 Rodriguez-Escrich C. Urpí F. Vilarrasa J. Org. Lett. 2008, 10: 5191

Google Scholar
48 Trost BM. Ball ZT. J. Am. Chem. Soc. 2005, 127: 17644

Google Scholar
49 Nakamura S. Uchiyama M. Ohwada T. J. Am. Chem. Soc. 2004, 126: 11146

Google Scholar
50 Auer G. Oestreich M. Chem. Commun. 2006, 311

Google Scholar
51 Wang P. Yeo X.-L. Loh T.-P. J. Am. Chem. Soc. 2011, 133: 1254

Google Scholar
52a Sanada T. Kato T. Mitani M. Mori A. Adv. Synth. Catal. 2006, 348: 51

Google Scholar
52b Chaulagain MR. Mahandru GM. Montgomery J. Tetrahedron 2006, 62: 7560

Google Scholar
52c Berding J. van Paridon JA. van Rixel VHS. Bouwman E. Eur. J. Inorg. Chem. 2011, 2450

Google Scholar
53 Hamze A. Provot O. Alami M. Brion J.-D. Org. Lett. 2005, 7: 5625

Google Scholar
54 Mandal AK. Org. Lett. 2002, 4: 2043

Google Scholar
55 Hamze A. Provot O. Brion J.-D. Alami M. Synthesis 2007, 2025

Google Scholar
56 Rooke DA. Ferreira EM. J. Am. Chem. Soc. 2010, 132: 11926

Google Scholar
57 Tius MA. Pal SK. Tetrahedron Lett. 2001, 42: 2605

Google Scholar
58 Chalk AJ. Harrod JF. J. Am. Chem. Soc. 1965, 87: 16

Google Scholar
59 Kawasaki Y. Ishikawa Y. Igawa K. Tomooka K. J. Am. Chem. Soc. 2011, 133: 20712

Google Scholar
60a Miura K. Hondo T. Okajima S. Nakagawa T. Takahashi T. Hosomi A. J. Org. Chem. 2002, 67: 6082

Google Scholar
60b Simpson GL. Heffron TP. Merino E. Jamison TF. J. Am. Chem. Soc. 2006, 128: 1056

Google Scholar
61 Arefolov A. Panek JS. J. Am. Chem. Soc. 2005, 127: 5596

Google Scholar
62a Huang W.-S. Chan J. Jamison TF. Org. Lett. 2000, 2: 4221

Google Scholar
62b Sa-ei K. Montgomery J. Org. Lett. 2006, 8: 4441

Google Scholar
63 Montgomery J. Acc. Chem. Res. 2000, 33: 467

Google Scholar
64a Lee H.-Y. Kim BG. Snapper ML. Org. Lett. 2003, 5: 1855

Google Scholar
64b Junker CS. Welker ME. Day CS. J. Org. Chem. 2010, 75: 8155

Google Scholar
65 Stragies R. Voigtmann U. Blechert S. Tetrahedron Lett. 2000, 41: 5465

Google Scholar
66 Park S. Kim M. Lee D. J. Am. Chem. Soc. 2005, 127: 9410

Google Scholar
67 Schuman M. Gouverneur V. Tetrahedron Lett. 2002, 43: 3513

Google Scholar
68 Wang Y. Jimenez M. Hansen AS. Raiber E.-A. Schreiber SL. Young DW. J. Am. Chem. Soc. 2011, 133: 9196

Google Scholar
69 Honda M. Yamamoto Y. Tsuchida H. Segi M. Nakajima T. Tetrahedron Lett. 2005, 46: 6465

Google Scholar
70 Capella L. Degl’Innocenti A. Reginato G. Ricci A. Taddei M. Seconi G. J. Org. Chem. 1989, 54: 1473

Google Scholar
71 Liepins V. Karlström ASE. Bäckvall J.-E. J. Org. Chem. 2002, 67: 2136

Google Scholar
72 Aronica LA. Caporusso AM. Salvadori P. Eur. J. Org. Chem. 2008, 3039

Google Scholar
73a Matsuda I. Ogiso A. Sato S. Izumi Y. J. Am. Chem. Soc. 1989, 111: 2332

Google Scholar
73b Ojima I. Ingallina P. Donovan RJ. Clos N. Organometallics 1991, 10: 38

Google Scholar
74a Aronica LA. Raffa P. Valentini G. Caporusso AM. Salvadori P. Eur. J. Org. Chem. 2006, 1845

Google Scholar
74b Aronica LA. Valentini G. Caporusso AM. Salvadori P. Tetrahedron 2007, 63: 6843

Google Scholar
74c Ojima I. Donovan RJ. Eguchi M. Shay WR. Ingallina P. Korda A. Zeng Q. Tetrahedron 1993, 49: 5431

Google Scholar
75 Fukumoto Y. Hagihara M. Kinashi F. Chatani N. J. Am. Chem. Soc. 2011, 133: 10014

Google Scholar
76 Muraoka T. Matsuda I. Itoh K. Organometallics 2002, 21: 3650

Google Scholar
77 Tamao K. Kobayashi K. Ito Y. J. Am. Chem. Soc. 1989, 111: 6478

Google Scholar
78 Wang X. Chakrapani H. Madine JW. Keyerleber MA. Widenhoefer RA. J. Org. Chem. 2002, 67: 2778

Google Scholar
79 Wakayanagi S. Shimamoto T. Chimori M. Yamamoto K. Chem. Lett. 2005, 34: 160

Google Scholar
80 Ojima I. Vu AT. Lee S.-Y. McCullagh JV. Moralee AC. Fujiwara M. Hoang TH. J. Am. Chem. Soc. 2002, 124: 9164

Google Scholar
81 Denmark SE. Liu JH.-C. J. Am. Chem. Soc. 2007, 129: 3737

Google Scholar
82 Chakrapani H. Liu C. Widenhoefer RA. Org. Lett. 2003, 5: 157

Google Scholar
83 Fan B.-M. Xie J.-H. Li S. Wang L.-X. Zhou Q.-L. Angew. Chem. Int. Ed. 2007, 46: 1275

Google Scholar
84a Denmark SE. Liu JH.-C. Muhuhi JM. J. Am. Chem. Soc. 2009, 131: 14188

Google Scholar
84b Denmark SE. Liu JH.-C. Muhuhi JM. J. Org. Chem. 2011, 76: 201

Google Scholar
85a Hamada T. Suzuki D. Urabe H. Sato F. J. Am. Chem. Soc. 1999, 121: 7342

Google Scholar
85b Okamoto S. Subburaj K. Sato F. J. Am. Chem. Soc. 2001, 123: 4857

Google Scholar
86a Takayama Y. Okamoto S. Sato F. Tetrahedron Lett. 1997, 38: 8351

Google Scholar
86b Urabe H. Nakajima R. Sato F. Org. Lett. 2000, 2: 3481

Google Scholar
86c Okamoto S. Ito H. Tanaka S. Sato F. Tetrahedron Lett. 2006, 47: 7537

Google Scholar
87a Urabe H. Suzuki K. Sato F. J. Am. Chem. Soc. 1997, 119: 10014

Google Scholar
87b Urabe H. Sato F. J. Am. Chem. Soc. 1999, 121: 1245

Google Scholar
88 Canterbury DP. Micalizio GC. J. Am. Chem. Soc. 2010, 132: 7602

Google Scholar
89 Tian G.-Q. Kaiser T. Yang J. Org. Lett. 2010, 12: 288

Google Scholar
90 Nishihara Y. Saito D. Tanemura K. Noyori S. Takagi K. Org. Lett. 2009, 11: 3546

Google Scholar
91a Mori M. Uesaka N. Saitoh F. Shibasaki M. J. Org. Chem. 1994, 59: 5643

Google Scholar
91b Pagenkopf BL. Lund EC. Livinghouse T. Tetrahedron 1995, 51: 4421

Google Scholar
91c Gorman JST. Iacono ST. Pagenkopf BL. Org. Lett. 2004, 6: 67

Google Scholar
92a Mirza-Aghayan M. Boukherroub R. Oba G. Manuel G. Koenig M. J. Organomet. Chem. 1998, 564: 61

Google Scholar
92b Mirza-Aghayan M. Boukherroub R. Manuel G. Koenig M. J. Organomet. Chem. 2005, 690: 1028

Google Scholar
93 Takahashi T. Tsai F.-Y. Li Y. Wang H. Kondo Y. Yamanaka M. Nakajima K. Kotora M. J. Am. Chem. Soc. 2002, 124: 5059

Google Scholar
94a Yu T. Sun X. Wang C. Deng L. Xi Z. Chem. Eur. J. 2005, 11: 1895

Google Scholar
94b Liu Y. Gao H. Org. Lett. 2006, 8: 309

Google Scholar
95 Trost BM. Machacek M. Schnaderbeck MJ. Org. Lett. 2000, 2: 1761

Google Scholar
96 Trost BM. Machacek MR. Ball ZT. Org. Lett. 2003, 5: 1895

Google Scholar
97 Trost BM. Machacek MR. Faulk BD. J. Am. Chem. Soc. 2006, 128: 6745

Google Scholar
98 Trost BM. Yang H. Wuitschik G. Org. Lett. 2005, 7: 4761

Google Scholar
99 Trost BM. Dong G. J. Am. Chem. Soc. 2010, 132: 16403

Google Scholar
100 Park S. Lee D. J. Am. Chem. Soc. 2006, 128: 10664

Google Scholar
101 Itami K. Mitsudo K. Kamei T. Koike T. Nokami T. Yoshida J.-i. J. Am. Chem. Soc. 2000, 122: 12013

Google Scholar
102 Itami K. Nokami T. Ishimura Y. Mitsudo K. Kamei T. Yoshida J.-i. J. Am. Chem. Soc. 2001, 123: 11577

Google Scholar
103 Itami K. Kamei T. Yoshida J.-i. J. Am. Chem. Soc. 2003, 125: 14670

Google Scholar
104 Bates TF. Dandekar SA. Longlet JJ. Thomas RD. J. Organomet. Chem. 2001, 625: 13

Google Scholar
105 Kwan ML. Battiste MA. Tetrahedron Lett. 2002, 43: 8765

Google Scholar
106 Shindo M. Matsumoto K. Mori S. Shishido K. J. Am. Chem. Soc. 2002, 124: 6840

Google Scholar
107 Shindo M. Matsumoto K. Shishido K. Chem. Commun. 2005, 2477

Google Scholar
108 Song Z. Kui L. Sun X. Li L. Org. Lett. 2011, 13: 1440

Google Scholar
109 Bracegirdle S. Anderson EA. Chem. Soc. Rev. 2010, 39: 4114

Google Scholar
110 Tamao K. Maeda K. Tanaka T. Ito Y. Tetrahedron Lett. 1988, 29: 6955

Google Scholar
111a Marshall JA. Yanik MM. Org. Lett. 2000, 2: 2173

Google Scholar
111b Denmark SE. Pan W. Org. Lett. 2002, 4: 4163

Google Scholar
112 Denmark SE. Pan W. Org. Lett. 2001, 3: 61

Google Scholar
113 Denmark SE. Pan W. Org. Lett. 2003, 5: 1119

Google Scholar
114 Sudo T. Asao N. Yamamoto Y. J. Org. Chem. 2000, 65: 8919

Google Scholar
115a Monteil F. Matsuda I. Alper H. J. Am. Chem. Soc. 1995, 117: 4419

Google Scholar
115b Ojima I. Vidal E. Tzamarioudaki M. Matsuda I. J. Am. Chem. Soc. 1995, 117: 6797

Google Scholar
116 Denmark SE. Kobayashi T. J. Org. Chem. 2003, 68: 5153

Google Scholar
117 Lozanov M. Montgomery J. Tetrahedron Lett. 2001, 42: 3259

Google Scholar
118 O’Neil GW. Phillips AJ. Tetrahedron Lett. 2004, 45: 4253

Google Scholar
119a O’Neil GW. Phillips AJ. J. Am. Chem. Soc. 2006, 128: 5340

Google Scholar
119b Keaton KA. Phillips AJ. J. Am. Chem. Soc. 2006, 128: 408

Google Scholar
120 Barbour NM. Phillips AJ. ARKIVOC 2008, (xvi): 110

Google Scholar
121 Trost BM. Ball ZT. J. Am. Chem. Soc. 2003, 125: 30

Google Scholar
122 Maifeld SV. Lee D. Org. Lett. 2005, 7: 4995

Google Scholar
123a Halvorsen GT. Roush WR. Org. Lett. 2007, 9: 2243

Google Scholar
123b Halvorsen GT. Roush WR. Org. Lett. 2008, 10: 5313

Google Scholar
124 Pidaparthi RR. Welker ME. Tetrahedron Lett. 2007, 48: 7853

Google Scholar
125 Seyferth D. Vick SC. Shannon ML. Organometallics 1984, 3: 1897

Google Scholar
126a Clark TB. Woerpel KA. J. Am. Chem. Soc. 2004, 126: 9522

Google Scholar
126b Clark TB. Woerpel KA. Org. Lett. 2006, 8: 4109

Google Scholar
127 Baxter RD. Montgomery J. J. Am. Chem. Soc. 2008, 130: 9662

Google Scholar
128 Zhao Q. Curran DP. Malacria M. Fensterbank L. Goddard J.-P. Lacôte E. Chem. Eur. J. 2011, 17: 9911

Google Scholar
129a For an example of cobalt-mediated alkyne insertions into silacyclobutanes, see: Agenet N. Mirebeau J.-H. Petit M. Thouvenot R. Gandon V. Malacria M. Aubert C. Organometallics 2007, 26: 819

Google Scholar
129b For related palladium-catalysed insertions of alkynes into cyclic silylboranes, see: Suginome M. Noguchi H. Hasui T. Murakami M. Bull. Chem. Soc. Jpn. 2005, 78: 323

Google Scholar
130a Sakurai H. Imai T. Chem. Lett. 1975, 4: 891

Google Scholar
130b Takeyama Y. Nozaki K. Matsumoto K. Oshima K. Utimoto K. Bull. Chem. Soc. Jpn. 1991, 64: 1461

Google Scholar
131 Shintani R. Moriya K. Hayashi T. J. Am. Chem. Soc. 2011, 133: 16440

Google Scholar
132 Miller RL. Maifeld SV. Lee D. Org. Lett. 2004, 6: 2773

Google Scholar
133 Lee Y.-J. Schrock RR. Hoveyda AH. J. Am. Chem. Soc. 2009, 131: 10652

Google Scholar
134 Grimm JB. Lee D. J. Org. Chem. 2004, 69: 8967

Google Scholar
135 Grimm JB. Otte RD. Lee D. J. Organomet. Chem. 2005, 690: 5508

Google Scholar
136a Kim YJ. Lee D. Org. Lett. 2006, 8: 5219

Google Scholar
136b Kim YJ. Lee D. Org. Lett. 2007, 9: 3859

Google Scholar
137 Mukherjee S. Lee D. Org. Lett. 2009, 11: 2916

Google Scholar
138 Maifeld SV. Lee D. Chem. Eur. J. 2005, 11: 6118

Google Scholar
139 Chang S. Grubbs RH. Tetrahedron Lett. 1997, 38: 4757

Google Scholar
140a Ahmed M. Barrett AGM. Beall JC. Braddock DC. Flack K. Gibson VC. Procopiou PA. Salter MM. Tetrahedron 1999, 55: 3219

Google Scholar
140b Barrett AGM. Beall JC. Braddock DC. Flack K. Gibson VC. Salter MM. J. Org. Chem. 2000, 65: 6508

Google Scholar
141a Denmark SE. Yang S.-M. Org. Lett. 2001, 3: 1749

Google Scholar
141b Denmark SE. Yang S.-M. J. Am. Chem. Soc. 2002, 124: 2102

Google Scholar
142 Denmark SE. Muhuhi JM. J. Am. Chem. Soc. 2010, 132: 11768

Google Scholar
143a Denmark SE. Yang S.-M. J. Am. Chem. Soc. 2002, 124: 15196

Google Scholar
143b Denmark SE. Yang S.-M. J. Am. Chem. Soc. 2004, 126: 12432

Google Scholar
144 Wang X. Porco JA. J. Am. Chem. Soc. 2003, 125: 6040

Google Scholar
145 Molander GA. Dehmel F. J. Am. Chem. Soc. 2004, 126: 10313

Google Scholar
146 Schneider CM. Khownium K. Li W. Spletstoser JT. Haack T. Georg GI. Angew. Chem. Int. Ed. 2011, 50: 7855

Google Scholar