THE ENANTIOSELECTIVE CONVERSION OF 3-MEMBERED RING SULFOXIDES (EPISULFOXIDES) INTO ALKENYL SULFOXIDES USING CHIRAL LITHIUM AMIDE BASES

Authors
BLAKE AJ WESTAWAY SM SIMPKINS NS
Citation
Aj. Blake et al., THE ENANTIOSELECTIVE CONVERSION OF 3-MEMBERED RING SULFOXIDES (EPISULFOXIDES) INTO ALKENYL SULFOXIDES USING CHIRAL LITHIUM AMIDE BASES, Synlett, (8), 1997, pp. 919
Citations number
12
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
8
Year of publication
1997
Database
ISI
SICI code
0936-5214(1997):8<919:TECO3R>2.0.ZU;2-0
Abstract
A novel type of chiral lithium amide base reaction, involving the rear rangement of certain types of symmetrical ring-fused episulfoxides, gi ves alkenyl sulfoxide products in up to 88% ee. The structure of one p roduct, including its absolute stereochemistry, was determined by X-ra y crystallography, following oxidation of the sulfoxide to the corresp onding alkenyl sulfone.