Synthesis 2007(21): 3421-3426  
DOI: 10.1055/s-2007-983832
PSP
© Georg Thieme Verlag Stuttgart · New York

Preparation of a C 2-Symmetric Binol-Derived Diol and Its Application in the Catalytic Enantioselective and Catalyst-Controlled Diastereoselective Allylboration of Aldehydes

Vivek Rauniyar, Dennis G. Hall*
Department of Chemistry, University of Alberta, Edmonton, AB, T6G 2G2, Canada
Fax: +1(780)4928231; e-Mail: [email protected];
Further Information

Publication History

Received 19 March 2007
Publication Date:
30 July 2007 (online)

Abstract

A novel C 2-symmetric Binol-derived diol is described. It is readily applicable towards combined acid catalysis for the asym­metric allylboration of aldehydes to provide homoallylic alcohols in high enantioselectivities, and dictates the diastereoselectivity in the reaction of an achiral allylboronate with chiral aldehydes.

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