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Design and Synthesis of Novel C2-Symmetric Chiral Piperazines and an Application to Asymmetric Acylation of σ-Symmetric 1,2-Diols

Daisuke Nakamura, Kiyomi Kakiuchi, Kenji Koga and Ryuichi Shirai*

*Faculty of Pharmaceutical Sciences, Doshisha Women's College of Liberal Arts, Kodo, Kyotanabe-shi, Kyoto 610-0395, Japan, Email: rshiraidwc.doshisha.ac.jp

D. Nakamura, K. Kakiuchi, K. Koga, R. Shirai, Org. Lett., 2006, 8, 6139-6142.

DOI: 10.1021/ol0626387


Abstract

A copper complex of a novel alicyclic chiral C2-symmetric piperazine allows the benzoylation of a series of cyclic and acyclic meso-1,2-diols to give optically active monobenzoates with high enantioselectivity.

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Key Words

Desymmetrization of Diols


ID: J54-Y2006-4160