Enantioselective Synthesis of Chiral Sulfones by Ir-Catalyzed Asymmetric Hydrogenation: A Facile Approach to the Preparation of Chiral Allylic and Homoallylic …

…, B Peters, MF Maldonado, T Govender…

Index: Zhou, Taigang; Peters, Byron; Maldonado, Matias F.; Govender, Thavendran; Andersson, Pher G. Journal of the American Chemical Society, 2012 , vol. 134, # 33 p. 13592 - 13595

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Citation Number: 30

Abstract

A highly efficient and enantioselective Ir-catalyzed hydrogenation of unsaturated sulfones was developed. Chiral cyclic and acyclic sulfones were produced in excellent enantioselectivities (up to 98% ee). Coupled with the Ramberg–Bäcklund rearrangement, this reaction offers a novel route to chiral allylic and homoallylic compounds in excellent enantioselectivities (up to 97% ee) and high yields (up to 94%).