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

Autores: 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
Afiliações:
1. School of Chemistry and Chemical Engineering
2. Institute of Biochemistry & Molecular Biology, School of Life Sciences
Edição: Volume 86, Nº 8 (2016)
Páginas: 1922-1930
Seção: Article
URL: https://journals.rcsi.science/1070-3632/article/view/216003
DOI: https://doi.org/10.1134/S1070363216080247
ID: 216003

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Resumo

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.

Palavras-chave

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

Sobre autores

Xiao Li

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

Autor responsável pela correspondência
Email: lixiaoylxy2010@163.com
República Popular da China, Yu Lin, Shaanxi, 719000; Lanzhou, 730000