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N-Heterocyclic Carbene-Cu-Catalyzed Enantioselective Allenyl Conjugate Addition

Qinglei Chong, Shuoqing Zhang, Fengchang Cheng, Jiping Wang, Xin Hong*, Fanke Meng*

*Department of Chemistry, Zhejiang University, 38 Zheda Road, Hangzhou 310027; Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032, China, Email: hxchemzju.edu.cn, mengfsioc.ac.cn

Q. Chong, S. Zhang, F. Cheng, J. Wang, X. Hong, F. Meng, Org. Lett., 2018, 20, 6896-6900.

DOI: 10.1021/acs.orglett.8b03029 (free Supporting Information)


Abstract

A catalytic enantioselective conjugate addition of commercially available allenylboronic acid pinacol ester as nucleophile to α,β-unsaturated carbonyl compounds is promoted by a chiral copper NHC complex.

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proposed catalytic cycle



Key Words

allenes


ID: J54-Y2018