Authors
Citation
V. Lucchini et al., ENANTIOPURE THIOSULFONIUM SALTS IN ASYMMETRIC-SYNTHESIS - FACE SELECTIVITY IN ELECTROPHILIC ADDITIONS TO UNFUNCTIONALISED OLEFINS, Journal of the Chemical Society, Chemical Communications, (13), 1994, pp. 1565-1566
Citations number
31
Categorie Soggetti
Chemistry
Journal title
ISSN journal
00224936
Issue
13
Year of publication
1994
Pages
1565 - 1566
Database
ISI
SICI code
0022-4936(1994):13<1565:ETSIA->2.0.ZU;2-Z
Abstract
Enantiopure methylthiodinaphtho[2,1-c:1',2'-e][1,2]dithiiniium hexachl
oroantiomonate 3 transfers enantioselectively the MeS(+) group to tran
s-hex-3-ene, leading to non-racemic thiiranium ion 4, which, in turn,
reacts with MeCN-H2O allowing the synthesis of optically active double
functionalised alkanes with enantiomeric excesses of up to 86%.