Asymmetric synthesis of A-factor

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James M. Crawforth, John Fawcett and Bernard J. Rawlings


Abstract

The synthesis of enantiopure A-factor [‘autoregulatory factor’; (3R)-(–)-2-(6-methylheptanoyl)-3-hydroxymethylbutano-4-lactone] by the completely diastereoselective benzyloxymethylation of (4R)-3-(3-phenylpropanoyl)-4-isopropyloxazolidin-2-one is reported.


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