INVESTIGATIONS ON TRANSITION-STATE GEOMETRY IN THE LEWIS ACID-PROMOTED (MUKAIYAMA) AND FLUORIDE-PROMOTED ALDOL REACTIONS

Authors
DENMARK SE LEE WS
Citation
Se. Denmark et Ws. Lee, INVESTIGATIONS ON TRANSITION-STATE GEOMETRY IN THE LEWIS ACID-PROMOTED (MUKAIYAMA) AND FLUORIDE-PROMOTED ALDOL REACTIONS, Journal of organic chemistry, 59(4), 1994, pp. 707-709
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
59
Issue
4
Year of publication
1994
Pages
707 - 709
Database
ISI
SICI code
0022-3263(1994)59:4<707:IOTGIT>2.0.ZU;2-W
Abstract
The stereochemical course of the Lewis acid-and fluoride ion-promoted aldol reaction has been studied with model 1. Cyclizations of 1 show a modest preference for reaction via an antiperiplanar (open transition state) orientation of reactants in the presence of a wide range of Le wis acids and fluoride sources.