Direct asymmetric aldol reaction of acetophenones with aromatic aldehydes catalyzed by chiral Al/Zn heterobimetallic compounds

Xiao Li; Lei Zhang; Yu-Hua Xiao; Qi-Peng Guo; Chao-Shan Da; Hong Li; Xiaoju Liu; Xiangrong Ma; Yajun Ma

doi:10.1134/S1070363216080247

Direct asymmetric aldol reaction of acetophenones with aromatic aldehydes catalyzed by chiral Al/Zn heterobimetallic compounds

Authors: Li X.¹^,2, Zhang L.², Xiao Y.², Guo Q.², Da C.², Li H.², Liu X.¹, Ma X.¹, Ma Y.¹
Affiliations:
1. School of Chemistry and Chemical Engineering
2. Institute of Biochemistry & Molecular Biology, School of Life Sciences
Issue: Vol 86, No 8 (2016)
Pages: 1922-1930
Section: Article
URL: https://journals.rcsi.science/1070-3632/article/view/216003
DOI: https://doi.org/10.1134/S1070363216080247
ID: 216003

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Abstract
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Abstract

Chiral Al/Zn heterobimetallic complexes are effective catalysts for the direct highly enantioselective aldol reaction of acetophenones with aromatic aldehydes. The Al site in the complex acts as a Lewis acid to activate aldehyde, whereas ethylzinc alkoxide plays a role of a Brønsted base to form a reactive zinc enolate with acetophenone. Distinct nature of two different metals contributes to the efficient direct asymmetric aldol reaction.

Keywords

asymmetric synthesis, asymmetric catalysis, heterobimetallics, aldol reaction, aryl aldehydes

About the authors

Xiao Li

School of Chemistry and Chemical Engineering; Institute of Biochemistry & Molecular Biology, School of Life Sciences

Author for correspondence.
Email: lixiaoylxy2010@163.com
China, Yu Lin, Shaanxi, 719000; Lanzhou, 730000