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Enantiomerically Enriched (4+3) Cycloadducts from Optically Active Epoxy Enolsilanes
Author(s) -
Lam Sarah,
Lo Brian,
Wong WingTak,
Chiu Pauline
Publication year - 2012
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201200038
Subject(s) - optically active , chemistry , trifluoromethanesulfonate , enantiomer , epoxy , intermolecular force , bicyclic molecule , organic chemistry , enantiomeric excess , enantioselective synthesis , combinatorial chemistry , stereochemistry , molecule , catalysis
Pure chemistry : Intermolecular (4+3) cycloadditions of optically active epoxy enolsilanes and dienes afford cycloadducts with near complete conservation of enantiomeric purity, in up to 99 % ee. This reaction is a general method to obtain optically active bicyclic compounds for synthesis. TESOTf=triethylsilyl trifluoromethanesulfonate.