(ALLYLTHIO)ACETATE DIANION AS A NEW AND CONVENIENT REAGENT FOR THE STEREOSELECTIVE SYNTHESIS OF (2E,4E)DIENOATES FROM ALKYL HALIDES
- 5 March 1981
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 10 (3) , 315-318
- https://doi.org/10.1246/cl.1981.315
Abstract
Treatment of (allylthio)acetate with lithium diisopropylamide followed by the addition of s-butyllithium produced a new dianion which could react with a variety of alkyl halides exclusively at the allylic position. The high regioselectivity of the allylic alkylation could be realized in the case of methyl (allylthio)acetate dianion. A convenient and general method for the stereoselective synthesis of (2E,4E)dienoates from alkyl halides has been developed.This publication has 9 references indexed in Scilit:
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