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Cover Picture: Enantiomerically Enriched (4+3) Cycloadducts from Optically Active Epoxy Enolsilanes (Asian J. Org. Chem. 1/2012)
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 - Reports
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201290000
Subject(s) - chemistry , bicyclic molecule , diastereomer , optically active , enantiomer , ketone , epoxy , stereochemistry , enantiomeric excess , organic chemistry , enantioselective synthesis , catalysis
Intermolecular (4+3) cycloadditions of optically active epoxy enolsilanes and dienes afford cycloadducts with near complete conservation of enantiomeric purity. In their Communication on page 30 ff., Pauline Chiu and co‐workers demonstrate that this method is a general route to obtaining optically enriched bicyclic compounds for synthesis, and can be been applied to the preparation of both antipodes of a bicyclic ketone from a single enantiomer of the epoxy enolsilane via separable, diastereomeric cycloadduct intermediates. In the background, the blooming of the Asian lotus flower on the University of Hong Kong campus coincides with the birth of the Asian Journal of Organic Chemistry in 2012.