Selective 1,4-Chiral Induction in the Reaction of Enolates Generated from t-Butyl δ-Hydroxy Carboxylates
- 1 April 1987
- journal article
- Published by Oxford University Press (OUP) in Bulletin of the Chemical Society of Japan
- Vol. 60 (4) , 1457-1464
- https://doi.org/10.1246/bcsj.60.1457
Abstract
Lithium enolates generated from t-butyl esters of δ-hydroxy carboxylic acids with lithium dialkylamides in THF–HMPA were alkylated stereoselectively to give the corresponding syn-α-alkylated δ-hydroxy esters. The generation of the enolates was accelerated by the addition of lithium trifluoromethanesulfonate, and the successive aldol and hydroxylation reactions of the enolates also proceeded in a stereoselective manner.Keywords
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