Issue 18, 2009
From the journal:

Organic & Biomolecular Chemistry

Organocatalytic peroxy-asymmetric allylic alkylation†

Xin Feng,a   Yu-Qing Yuan,b   Hai-Lei Cui,a   Kun Jianga  and  Ying-Chun Chen*a  

* Corresponding authors

a Key Laboratory of Drug-Targeting and Drug Delivery System of Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu, China
E-mail: ycchenhuaxi@yahoo.com.cn
Fax: 86 28 85502609

b The Third Hospital of Chengdu, Chengdu, China

Abstract

The peroxy-asymmetric allylic alkylation of hydroperoxyalkanes with Morita–Baylis–Hillman carbonates was catalysed by modified cinchona alkaloids (up to 93% ee), from which chiral α-methylene-β-hydroxy esters could be efficiently derived.

Graphical abstract: Organocatalytic peroxy-asymmetric allylic alkylation

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Article information

DOI
https://doi.org/10.1039/B912110B
Article type
Communication
Submitted
19 Jun 2009
Accepted
17 Jul 2009
First published
31 Jul 2009

Org. Biomol. Chem., 2009,7, 3660-3662

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Organocatalytic peroxy-asymmetric allylic alkylation

X. Feng, Y. Yuan, H. Cui, K. Jiang and Y. Chen, Org. Biomol. Chem., 2009, 7, 3660 DOI: 10.1039/B912110B

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