Bulletin of the Chemical Society of Japan p. 1457 - 1464 (1987)
Update date:2022-09-26
Topics:
Narasaka, Koichi
Ukaji Yutaka
Watanabe, Kazutoshi
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.
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