Issue 11, 2013
From the journal:

Chemical Communications

A tertiary amine catalyzed carbocyclization sequence to furnish spirocyclo hexene systems having vicinal quaternary stereocenters†

Jindian Duan,a   Fangyi Cao,a   Xiaoqin Wanga  and  Cheng Ma*a  

* Corresponding authors

a Department of Chemistry, Zhejiang University, Hangzhou, China
E-mail: mcorg@zju.edu.cn
Fax: +86 571 87953375

Abstract

Two types of enolates can be formed stepwise from enolisable 1,3-dicarbonyl-substituted propene systems in the presence of catalytic amounts of 1,4-diazabicyclo[2.2.2]octane (DABCO) to accomplish a highly selective carbocyclization with β,γ-unsaturated α-keto esters, giving functionalized spiroketones with vicinal quaternary stereocenters.

Graphical abstract: A tertiary amine catalyzed carbocyclization sequence to furnish spirocyclo hexene systems having vicinal quaternary stereocenters

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Article information

DOI
https://doi.org/10.1039/C2CC37297E
Article type
Communication
Submitted
06 Oct 2012
Accepted
21 Nov 2012
First published
22 Nov 2012

Chem. Commun., 2013,49, 1124-1126

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A tertiary amine catalyzed carbocyclization sequence to furnish spirocyclo hexene systems having vicinal quaternary stereocenters

J. Duan, F. Cao, X. Wang and C. Ma, Chem. Commun., 2013, 49, 1124 DOI: 10.1039/C2CC37297E

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