TANDEM MUKAIYAMA MICHAEL-ALDOL REACTIONS CATALYZED BY SAMARIUM DIIODIDE

Authors
GIUSEPPONE N COURTAUX Y COLLIN J
Citation
N. Giuseppone et al., TANDEM MUKAIYAMA MICHAEL-ALDOL REACTIONS CATALYZED BY SAMARIUM DIIODIDE, Tetrahedron letters, 39(43), 1998, pp. 7845-7848
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
43
Year of publication
1998
Pages
7845 - 7848
Database
ISI
SICI code
0040-4039(1998)39:43<7845:TMMRCB>2.0.ZU;2-I
Abstract
Samarium diiodide catalyzes a one pot procedure allowing to perform se quentially the Mukaiyama-Michael addition of a ketene silyl acetal on a cyclic alpha,beta-unsaturated ketone, followed by a Mukaiyama aldol reaction of an aldehyde. The adducts are isolated as silyl ethers in g ood yields and in most cases with high diastereoselectivity. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.