Synthesis, Inhaltsverzeichnis PSP© Georg Thieme Verlag Stuttgart ˙ New YorkSynthesis of (2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diolMartina Bischop, Vesna Cmrecki, Vera Ophoven, Jörg Pietruszka*Institut für Bioorganische Chemie, Heinrich-Heine-Universität Düsseldorf, im Forschungszentrum Jülich, Stetternicher Forst, Geb. 15.8, 52426 Jülich, GermanyFax: +49(2461)616196; e-Mail: j.pietruszka@fz-juelich.de; Artikel empfehlen Abstract Artikel einzeln kaufen(opens in new window) Alle Artikel dieser Rubrik(opens in new window) Abstract (2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol proved to be an excellent auxiliary and stable protective group for boronic acids. Herein we report an improved practical procedure for its synthesis. Key words tartrate-derived auxiliary - boron - protective group - asymmetric synthesis Volltext Referenzen References <A NAME="RT04008SS-1">1</A> Bhowmick KC. Joshi NN. Tetrahedron: Asymmetry 2006, 17: 1901 <A NAME="RT04008SS-2">2</A> Whitesell JK. Chem. Rev. 1989, 89: 1581 <A NAME="RT04008SS-3">3</A> Seebach D. Beck AK. Heckel A. Angew. Chem. Int. Ed. 2001, 40: 92 ; Angew. Chem. 2001, 113, 96 <A NAME="RT04008SS-4">4</A> Nakayama K. Rainier JD. Tetrahedron 1990, 46: 4165 <A NAME="RT04008SS-5">5</A> Luithle JEA. Pietruszka J. J. Org. Chem. 2000, 65: 9194 <A NAME="RT04008SS-6">6</A> Hu A.-G. Zhang L.-Y. Wang S.-W. Wang J.-T. Synth. Commun. 2002, 32: 2143 <A NAME="RT04008SS-7">7</A> Luithle JEA. Pietruszka J. Liebigs Ann./Recl. 1997, 2297 <A NAME="RT04008SS-8">8</A> Luithle JEA. Pietruszka J. Eur. J. Org. Chem. 2000, 2557 <A NAME="RT04008SS-9A">9a</A> Luithle JEA. Pietruszka J. J. Org. Chem. 1999, 64: 8287 <A NAME="RT04008SS-9B">9b</A> Pietruszka J. Witt A. J. Chem. Soc., Perkin Trans. 1 2000, 4293 <A NAME="RT04008SS-9C">9c</A> Pietruszka J. Witt A. Frey W. Eur. J. Org. Chem. 2003, 3219 <A NAME="RT04008SS-10A">10a</A> Markó IE. Kumamoto T. Giard T. Adv. Synth. Catal. 2002, 334: 1063 <A NAME="RT04008SS-10B">10b</A> Garcia Garcia P. Hohn E. Pietruszka J. J. Organomet. Chem. 2003, 680: 281 <A NAME="RT04008SS-11A">11a</A> Hohn E. Pietruszka J. Adv. Synth. Catal. 2004, 346: 863 <A NAME="RT04008SS-11B">11b</A> Hohn E. Pietruszka J. Solduga G. Synlett 2006, 1531 <A NAME="RT04008SS-12">12</A> Kennedy JWJ. Hall DG. J. Organomet. Chem. 2003, 680: 263 <A NAME="RT04008SS-13A">13a</A> Chan K.-F. Wong HNC. Org. Lett. 2001, 3: 3991 <A NAME="RT04008SS-13B">13b</A> Chan K.-F. Wong HNC. Eur. J. Org. Chem. 2003, 82 <A NAME="RT04008SS-14">14</A> Yim H.-K. Wong HNC. J. Org. Chem. 2004, 69: 2892 <A NAME="RT04008SS-15A">15a</A> Pietruszka J. Schöne N. Angew. Chem. Int. Ed. 2003, 42: 5638 ; Angew. Chem. 2003, 115, 5796 <A NAME="RT04008SS-15B">15b</A> Pietruszka J. Schöne N. Synthesis 2006, 24 <A NAME="RT04008SS-15C">15c</A> Pietruszka J. Schöne N. Eur. J. Org. Chem. 2004, 5011 <A NAME="RT04008SS-16">16</A> Pietruszka J. Rieche ACM. Schöne N. Synlett 2007, 2525 <A NAME="RT04008SS-17">17</A> Evans ME. Carbohydr. Res. 1972, 21: 473 <A NAME="RT04008SS-18">18</A> Srimurugan S. Suresh P. Viswanathan B. Varadarajan TK. Synth. Commun. 2007, 37: 2483 <A NAME="RT04008SS-19">19</A> Adinolfi M. Barone G. Guariniello L. Iadonisi A. Tetrahedron Lett. 1999, 40: 8439