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Stereoselective synthesis of functionalised triol units by SnCl4 promoted allylation of alpha-benzyloxyaldehydes: crucial role of the stoichiometry of the Lewis acid

Authors :
UCL - SC/CHIM - Département de chimie
Dubost, C
Declercq, Jean-Paul
Leroy, Bernard
Marko, Istvan
Tinant, Bernard
Bryans, J
UCL - SC/CHIM - Département de chimie
Dubost, C
Declercq, Jean-Paul
Leroy, Bernard
Marko, Istvan
Tinant, Bernard
Bryans, J
Source :
Tetrahedron, Vol. 60, no. 35, p. 7693-7704 (2004)
Publication Year :
2004

Abstract

Enantiomerically pure syn-anti and syn-syn configured triol units are efficiently synthesized by the SnCl4 mediated allylation of chiral alpha-benzyloxyaldehydes with the uniquely functionalised allylstannane 9. Remarkably, the stereochemistry of the adducts is solely governed by the amount of Lewis acid employed. (C) 2004 Elsevier Ltd. All rights reserved.

Details

Database :
OAIster
Journal :
Tetrahedron, Vol. 60, no. 35, p. 7693-7704 (2004)
Notes :
English
Publication Type :
Electronic Resource
Accession number :
edsoai.on1130566406
Document Type :
Electronic Resource