Issue 1, 2006
From the journal:

Chemical Communications

From allene to allene: a palladium-catalyzed approach to β-allenyl butenolides and their application to the synthesis of polysubstituted benzene derivatives†

Shengming Ma,*ab   Zhenhua Gua  and  Youqian Dengb  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry Shanghai Institute of Organic Chemistry Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, P. R. China
E-mail: masm@mail.sioc.ac.cn
Fax: +86 21-6416-7510

b Laboratory of Molecular Synthesis and Recognition, Department of Chemistry, Zhejiang University, Hangzhou, Zhejiang 310027, P. R. China

Abstract

An allene to allene protocol for the synthesis of β-allenyl butenolides in moderate to high yields from 2,3-allenoic acids and propargylic carbonates catalyzed by Pd(OAc)2–TFP has been developed; the products were applied successfully to the Diels–Alder reaction with electron-deficient alkynes to afford polysubstituted benzene derivatives with an excellent regioselectivity.

Graphical abstract: From allene to allene: a palladium-catalyzed approach to β-allenyl butenolides and their application to the synthesis of polysubstituted benzene derivatives

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Article information

DOI
https://doi.org/10.1039/B513371H
Article type
Communication
Submitted
21 Sep 2005
Accepted
26 Oct 2005
First published
14 Nov 2005

Chem. Commun., 2006, 94-96

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From allene to allene: a palladium-catalyzed approach to β-allenyl butenolides and their application to the synthesis of polysubstituted benzene derivatives

S. Ma, Z. Gu and Y. Deng, Chem. Commun., 2006, 94 DOI: 10.1039/B513371H

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