A highly enantioselective synthesis of 5-(l-menthyloxy)-4-substituted-3-chloro-2(5H)-furanones

Authors
Geng, Z Huang, B Chen, QH
Citation
Z. Geng et al., A highly enantioselective synthesis of 5-(l-menthyloxy)-4-substituted-3-chloro-2(5H)-furanones, CHIN J CHEM, 17(2), 1999, pp. 189-195
Citations number
19
Categorie Soggetti
Chemistry
Journal title
CHINESE JOURNAL OF CHEMISTRY
ISSN journal
1001604X → ACNP
Volume
17
Issue
2
Year of publication
1999
Pages
189 - 195
Database
ISI
SICI code
1001-604X(199903)17:2<189:AHESO5>2.0.ZU;2-E
Abstract
In this paper, stereocontrolled tandem Michael addition-elimination reactio n of the novel chiral source, 5-(l-menthyloxy)-3,4-dichloro-2(5H)-furanone, with various thiols and amines has been investigated. A series of new enan tiomerically pure compounds, 5-(l-menthyloxy)-4-substituted-3-chloro-2(5)-f uranones, were obtained in good yields with d. e. greater than or equal to 98% under mild conditions.