Lipase‐Catalyzed Esterification of a (±)‐2,3‐Di(Arylmethyl)‐1,4‐butanediol and Its Application to the Synthesis of (S,S)‐(+)‐Hinokinin

Toshiaki Morimoto School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, JapanCorrespondence[email protected]

Hazuki Nagai School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, Japan

Kazuo Achiwa School of Pharmaceutical Sciences, University of Shizuoka, Shizuoka, Japan

Abstract

Racemic trans‐2,3‐di[(3,4‐methylenedioxy)benzyl]‐1,4‐butanediol (dihydrocubebin) 6 was enantioselectively esterified using lipases as catalysts with vinyl acetate. Optically active (S,S)‐1,4‐butanediol 6 obtained was selectively oxygenated with a Fetizon reagent, affording (S,S)‐(+)‐hinokinin 9 in a high yield.

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Lipase‐Catalyzed Esterification of a (±)‐2,3‐Di(Arylmethyl)‐1,4‐butanediol and Its Application to the Synthesis of (S,S)‐(+)‐Hinokinin

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Lipase‐Catalyzed Esterification of a (±)‐2,3‐Di(Arylmethyl)‐1,4‐butanediol and Its Application to the Synthesis of (S,S)‐(+)‐Hinokinin

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