Conjugate-addition of phenyldimethylsilyllilthium (or cuprate) to vinyl sulfones followed by in situ alkylation of the alpha-sulfonyl anion provides alpha-alkylated beta-silyl sulfones. Treatment of these materials with fluoride provides trisubstituted olefins via the Kocienski olefin synthesis.
Jin, Zhendong; Fuchs, Journal of the American Chemical Society, 1995, vol. 117, # 11, p. 3022 - 3028
作者:Jin, Zhendong、Fuchs
DOI:——
日期:——
Jin Zhendong, Fuchs P. L., J. Amer. Chem. Soc, 116 (1994) N 13, S 5995-5996
作者:Jin Zhendong, Fuchs P. L.
DOI:——
日期:——
Phosphazene base P2-Et mediated isomerization of vinyl sulfones to allyl sulfones
作者:Zhendong Jin、Seong Heon Kim、P.L. Fuchs
DOI:10.1016/0040-4039(96)01110-0
日期:1996.7
Treatment of vinylsulfones with 0.1–0.2 eq of Phosphazene base, P2-Et in THF at 25°C affords the corresponding allyl sulfones in high yield. P2-Et has shown clear superiority to both DBU and KO-t-Bu in these reactions.