Issue 20, 2010
From the journal:

Organic & Biomolecular Chemistry

Effective construction of quaternary stereocenters by highly enantioselective α-amination of branched aldehydes†

Ji-Ya Fu,ab   Xiao-Ying Xu,a   Yan-Chun Li,ab   Qing-Chun Huanga  and  Li-Xin Wang*a  

* Corresponding authors

a Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, China, PR
E-mail: wlxioc@cioc.ac.cn
Fax: +86-028-8525-5208

b Graduate University of Chinese Academy of Sciences, Beijing, People's Republic of China

Abstract

A highly efficient enantioselective α-amination of branched aldehydes with azadicarboxylates promoted by chiral proline-derived amide thiourea bifunctional catalysts was developed for the first time, affording the adducts bearing quaternary stereogenic centers with excellent yields (up to 99%) and enantioselectivities (up to 97% ee).

Graphical abstract: Effective construction of quaternary stereocenters by highly enantioselective α-amination of branched aldehydes

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Article information

DOI
https://doi.org/10.1039/C0OB00406E
Article type
Communication
Submitted
09 Jul 2010
Accepted
06 Aug 2010
First published
23 Aug 2010

Org. Biomol. Chem., 2010,8, 4524-4526

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Effective construction of quaternary stereocenters by highly enantioselective α-amination of branched aldehydes

J. Fu, X. Xu, Y. Li, Q. Huang and L. Wang, Org. Biomol. Chem., 2010, 8, 4524 DOI: 10.1039/C0OB00406E

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