Application of the retroaldol reaction to asymmetric synthesis: a new concept in organic syntheses

Authors
Quesnel, Y Toupet, L Duhamel, L Duhamel, P Poirier, JM
Citation
Y. Quesnel et al., Application of the retroaldol reaction to asymmetric synthesis: a new concept in organic syntheses, TETRAHEDR-A, 10(6), 1999, pp. 1015-1018
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
10
Issue
6
Year of publication
1999
Pages
1015 - 1018
Database
ISI
SICI code
0957-4166(19990326)10:6<1015:AOTRRT>2.0.ZU;2-9
Abstract
Aldol 5b, easily obtained from dihydrocarvone 6b, reacts with organolithium and Grignard reagents leading to enantiomerically enriched alcohols 8 (ee up to 35%). Thus, aldol 5b is a synthetic equivalent of benzaldehyde with a masked prochiral face. (C) 1999 Elsevier Science Ltd. All rights reserved.