STEREOSELECTIVE REACTIONS OF ALME3 WITH CHIRAL ACYCLIC BETA-KETOSULFOXIDES

Citation
Mc. Carreno et al., STEREOSELECTIVE REACTIONS OF ALME3 WITH CHIRAL ACYCLIC BETA-KETOSULFOXIDES, Tetrahedron, 49(47), 1993, pp. 11009-11018
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
49
Issue
47
Year of publication
1993
Pages
11009 - 11018
Database
ISI
SICI code
0040-4020(1993)49:47<11009:SROAWC>2.0.ZU;2-7
Abstract
The results obtained in the addition reactions of AlMe3 to acyclic bet a-ketosulfoxides 1-5 are described. In the presence of ZnX2 (X=Cl,Br) reactions proceed in high yield. The diastereoselectivities achieved, ranging from 70% to 90%, make these reactions useful for the asymmetri c synthesis of tertiary methyl carbinols.