Issue 12, 2010
From the journal:

Organic & Biomolecular Chemistry

Tributyltin hydride-mediated radical cyclisation reactions: efficient construction of multiply substituted cyclopentanes†

Jie Lei,ab   Hai-Lei Cui,b   Rui Li,*a   Li Wu,b   Zheng-Yu Dinga  and  Ying-Chun Chen*ab  

* Corresponding authors

a State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu, China

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

Abstract

The nBu3SnH-mediated cyclisation reactions of allylic-allylic alkylation products of α,α-dicyanoalkenes and Morita–Baylis–Hillman (MBH) carbonates of methyl vinyl ketone (MVK) have been investigated. Cyclopentane derivatives bearing multiple substituents were efficiently prepared with moderate to excellent diastereoselectivity.

Graphical abstract: Tributyltin hydride-mediated radical cyclisation reactions: efficient construction of multiply substituted cyclopentanes

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Article information

DOI
https://doi.org/10.1039/C002378G
Article type
Paper
Submitted
04 Feb 2010
Accepted
07 Apr 2010
First published
30 Apr 2010

Org. Biomol. Chem., 2010,8, 2840-2844

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Tributyltin hydride-mediated radical cyclisation reactions: efficient construction of multiply substituted cyclopentanes

J. Lei, H. Cui, R. Li, L. Wu, Z. Ding and Y. Chen, Org. Biomol. Chem., 2010, 8, 2840 DOI: 10.1039/C002378G

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