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
Synthesis 2004(11): 1737-1738
DOI: 10.1055/s-2004-829162
DOI: 10.1055/s-2004-829162
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
A Direct Preparation of 6-Methylene-2-cyclohexenones
Further Information
Received
10 June 2003
Publication Date:
22 July 2004 (online)
Publication History
Publication Date:
22 July 2004 (online)
Abstract
The reaction of enol silyl ethers with Eschenmoser’s salt, followed by methylation and elimination, provides ready access to 6-methylene-2-cyclohexenones.
Key words
Eschenmoser’s salt - 6-methylene-2-cyclohexenones - enol silyl ethers
- 1
Kraus GA.Kim J. Tetrahedron Lett. 2004, 45: 1457 - 2
Wiberg KB.Jason ME. J. Am. Chem. Soc. 1976, 98: 3393 - 3
Reddy PV.Prakash AM.Chakrabarty DK.Bhat SV. J. Chem. Res., Synop. 1997, 306 - 4
Gras JL. Tetrahedron Lett. 1978, 24: 2111 - 5
Ksander GM.McMurry JE.Johnson M. J. Org. Chem. 1977, 42: 1180 - 6
Danishefsky S.Kitahara T.McKee R.Schuda PF. J. Am. Chem. Soc. 1976, 98: 6715 - 7
Warnhoff EW.Johnson WS. J. Am. Chem. Soc. 1953, 75: 494 -
8a The enol silyl ether of cyclohexenone is commercially available. The other enol silyl ethers were prepared by the procedure of Simchen:
Emde H.Goetz A.Hofmann K.Simchen G. Liebigs Ann. Chem. 1981, 1643 -
8b
Rubottom GM.Gruber JM. J. Org. Chem. 1977, 42: 1051