Asymmetric Aldol Reaction with Diisopinocampheyl Enolborinates of Propionates

A convenient and general, reagent-controlled, diastereo- and enantioselective aldol reaction of diisopinocampheylboron enolates of esters, followed by reduction, has been developed as an alternative to crotylboration-ozonolysis. This protocol was then exploited for the double diastereoselective synt...

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Bibliographic Details
Published in:Organic letters 2009-04, Vol.11 (7), p.1467-1470
Main Authors: Ramachandran, P. Veeraraghavan, Pratihar, Debarshi
Format: Article
Language:English
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Summary:A convenient and general, reagent-controlled, diastereo- and enantioselective aldol reaction of diisopinocampheylboron enolates of esters, followed by reduction, has been developed as an alternative to crotylboration-ozonolysis. This protocol was then exploited for the double diastereoselective synthesis of the C11−C17 subunit of (−)-dictyostatin.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol802850w