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Free keywords:
(+)-beta-benzyl gamma-butyrolactones; butynediol; enantioselective hydrogenation
Abstract:
The synthesis of optically active beta-benzyl-gamma- 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 beta-substituted butyrolactones.