Issue 44, 2010
From the journal:

Chemical Communications

Dramatic lithium chloride effect on the reaction stereocontrol in Zn-mediated asymmetric cinnamylation: highly practical synthesis of β-aryl homoallylic amines†

Min Liu,a   An Shen,a   Xing-Wen Sun,a   Fei Deng,a   Ming-Hua Xu*ab  and  Guo-Qiang Lin*a  

* Corresponding authors

a Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, People's Republic of China
E-mail: xumh@mail.sioc.ac.cn, lingq@mail.sioc.ac.cn

b Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, People's Republic of China

Abstract

An extremely mild and practical approach for the preparation of enantiomerically enriched β-aryl substituted homoallylic amines bearing two adjacent stereogenic centers was realized by room temperature zinc-mediated highly stereoselective cinnamylation of N-sulfinyl imines.

Graphical abstract: Dramatic lithium chloride effect on the reaction stereocontrol in Zn-mediated asymmetric cinnamylation: highly practical synthesis of β-aryl homoallylic amines

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Article information

DOI
https://doi.org/10.1039/C0CC03230A
Article type
Communication
Submitted
13 Aug 2010
Accepted
28 Aug 2010
First published
04 Oct 2010

Chem. Commun., 2010,46, 8460-8462

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Dramatic lithium chloride effect on the reaction stereocontrol in Zn-mediated asymmetric cinnamylation: highly practical synthesis of β-aryl homoallylic amines

M. Liu, A. Shen, X. Sun, F. Deng, M. Xu and G. Lin, Chem. Commun., 2010, 46, 8460 DOI: 10.1039/C0CC03230A

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