ASYMMETRIC ALLYLATION OF ALDEHYDES CATALYZED BY SUBSTOICHIOMETRIC AMOUNTS OF CHIRAL PHOSPHORAMIDES

Citation
K. Iseki et al., ASYMMETRIC ALLYLATION OF ALDEHYDES CATALYZED BY SUBSTOICHIOMETRIC AMOUNTS OF CHIRAL PHOSPHORAMIDES, Tetrahedron letters, 37(29), 1996, pp. 5149-5150
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
29
Year of publication
1996
Pages
5149 - 5150
Database
ISI
SICI code
0040-4039(1996)37:29<5149:AAOACB>2.0.ZU;2-C
Abstract
The asymmetric allylation and crotylation of aromatic aldehydes with a llylic trichlorosilanes catalyzed by substoichiometric quantities of c hiral phosphoramides were carried our with good enantiomeric excess (u p to 88% ee). Phosphoramides 3 and 4, prepared from (S)-proline, gave chiral homoallylic alcohols 6 and their enantiomers 7, respectively, w ith similar levels of enantioselectivity. Copyright (C) 1996 Elsevier Science Ltd