CONVENIENT SYNTHESIS OF 2-ALKYNYL-CYCLOPROPANES AND 2-ALKYNYL-OXIRANES

Citation
M. Yoshimatsu et al., CONVENIENT SYNTHESIS OF 2-ALKYNYL-CYCLOPROPANES AND 2-ALKYNYL-OXIRANES, Journal of the Chemical Society. Perkin transactions. I, (20), 1997, pp. 3035-3041
Citations number
26
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
20
Year of publication
1997
Pages
3035 - 3041
Database
ISI
SICI code
0300-922X(1997):20<3035:CSO2A2>2.0.ZU;2-K
Abstract
Addition of nucleophiles such as dimethylsulfoxonium methylide and (Bu OOLi)-O-t to the conjugate enyne sulfones 4-7, 11-14, 27-28 and 31 occ urs at the beta-position to the phenylsulfonyl group to give the corre sponding cyclopropanes 15-17 and 19-22 and the oxiranes 33-38 in high yields. The thermal reactions of vinyloxirane 36 show an oxy-Cope rear rangement to give 2-phenylsulfonylphenol 39.