Organic letters

Enantioselective route to ketones and lactones from exocyclic allylic alcohols via metal and enzyme catalysis

MC Warner, A Nagendiran, K Bogár…

Index: Warner, Madeleine C.; Nagendiran, Anuja; Bogar, Krisztian; Baeckvall, Jan-E. Organic Letters, 2012 , vol. 14, # 19 p. 5094 - 5097

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Citation Number: 23

Abstract

A general and efficient route for the synthesis of enantiomerically pure α-substituted ketones and the corresponding lactones has been developed. Ruthenium-and enzyme-catalyzed dynamic kinetic resolution (DKR) with a subsequent Cu-catalyzed α-allylic substitution are the key steps of the route. The α-substituted ketones were obtained in high yields and with excellent enantiomeric excess. The methodology was applied to the synthesis of a ...

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