Synlett

Concise synthesis of (+)-β-benzyl γ-butyrolactones from butynediol

S Kamlage, M Sefkow, N Zimmermann, MG Peter

Index: Kamlage; Sefkow; Zimmermann; Peter Synlett, 2002 , # 1 p. 77 - 80

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Citation Number: 14

Abstract

Abstract The synthesis of optically active β-benzyl-γ-butyrolactones from butynediol via four transition metal catalysed reactions is reported. Key reactions are the hitherto unknown enantioselective hydrogenation of 2-benzyl-2-buten-1, 4-diols using Ir (I)- phosphinooxazoline catalysts and the regiocontrolled oxidation of the resulting 2-benzyl-1, 4- butanediols to the β-substituted butyro-lactones.