AN UNUSUAL ENANTIOSELECTIVE ALDOL-TYPE REACTION OF ACETATE BORYL ENOLATE DERIVED FROM CHIRAL THIOIMIDE

Authors
YAN TH HUNG AW LEE HC CHANG CS
Citation
Th. Yan et al., AN UNUSUAL ENANTIOSELECTIVE ALDOL-TYPE REACTION OF ACETATE BORYL ENOLATE DERIVED FROM CHIRAL THIOIMIDE, Journal of organic chemistry, 59(26), 1994, pp. 8187-8191
Citations number
37
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
26
Year of publication
1994
Pages
8187 - 8191
Database
ISI
SICI code
0022-3263(1994)59:26<8187:AUEARO>2.0.ZU;2-1
Abstract
The camphor-derived N-acetyloxazolidinethione has been used to effect enantioselective aldol type reactions of the derived 9-BBN enolate wit h a variety of aldehydes. Mechanistically, the observed facial selecti vity is best explained by a boatlike transition structure.