1,3-ASYMMETRIC INDUCTION IN THE ALDOL ADDITION-REACTIONS OF METHYL KETONE ENOLATES AND ENOLSILANES TO BETA-SUBSTITUTED ALDEHYDES - A MODEL FOR CHIRALITY TRANSFER

Authors
EVANS DA DUFFY JL DART MJ
Citation
Da. Evans et al., 1,3-ASYMMETRIC INDUCTION IN THE ALDOL ADDITION-REACTIONS OF METHYL KETONE ENOLATES AND ENOLSILANES TO BETA-SUBSTITUTED ALDEHYDES - A MODEL FOR CHIRALITY TRANSFER, Tetrahedron letters, 35(46), 1994, pp. 8537-8540
Citations number
31
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
46
Year of publication
1994
Pages
8537 - 8540
Database
ISI
SICI code
0040-4039(1994)35:46<8537:1IITAA>2.0.ZU;2-W
Abstract
The direction and degree of 1,3-asymmetric induction have been evaluat ed in the addition of metal enolates and enolsilanes to aldehydes subs tituted at the beta position with both polar (OR, OAc, Cl) and nonpola r (Me) substituents. A model for 1,3-asymmetric induction for polar ad dition processes such as the Mukaiyama aldol reaction is proposed to a ccount for the documented trends in reaction diastereoselection for po lar beta-substituents.