ON 1,4-DIASTEREOSELECTIVITY IN THE CHIRAL ALLYLSILANE ADDITION TO CHIRAL ALPHA-SUBSTITUTED ALDEHYDES

Authors
DIAS LC GIACOMINI R
Citation
Lc. Dias et R. Giacomini, ON 1,4-DIASTEREOSELECTIVITY IN THE CHIRAL ALLYLSILANE ADDITION TO CHIRAL ALPHA-SUBSTITUTED ALDEHYDES, Tetrahedron letters, 39(30), 1998, pp. 5343-5346
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
30
Year of publication
1998
Pages
5343 - 5346
Database
ISI
SICI code
0040-4039(1998)39:30<5343:O1ITCA>2.0.ZU;2-#
Abstract
Chiral allylsilane 2 reacted with chiral alpha-substituted aldehydes t o afford the corresponding 1,4-syn-products with good diastereoselecti vities. The best selectivities are observed when the reactions are car ried out by transmetallation of allylsilane using Tin (IV) chloride in CH2Cl2, at -78 degrees C, before addition of the aldehydes. (C) 1998 Elsevier Science Ltd. All rights reserved.