Issue 33, 2011
From the journal:

Chemical Communications

DDQ-promoted dehydrogenation from natural rigid polycyclic acids or flexible alkyl acids to generate lactones by a radical ion mechanism†

Ye Ding,‡a   Zhangjian Huang,‡a   Jian Yin,‡a   Yisheng Lai,a   Shibo Zhang,a   Zhiguo Zhang,a   Lei Fang,a   Sixun Penga  and  Yihua Zhang*a  

* Corresponding authors

a Center of Drug Discovery, China Pharmaceutical University, Nanjing 210009, China
E-mail: zyhtgd@sohu.com
Fax: +86-25-83271015
Tel: +86-25-83271015

Abstract

A novel and facile DDQ-mediated dehydrogenation from natural rigid polycyclic acids or flexible alkyl acids to generate lactones is described. The formation of lactones proceeds by a radical ion mechanism, which has been established by DPPH˙-mediated chemical identification, ESR spectroscopy and an enol intermediate trapping.

Graphical abstract: DDQ-promoted dehydrogenation from natural rigid polycyclic acids or flexible alkyl acids to generate lactones by a radical ion mechanism

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Article information

DOI
https://doi.org/10.1039/C1CC11633A
Article type
Communication
Submitted
21 Mar 2011
Accepted
15 Jun 2011
First published
15 Jul 2011

Chem. Commun., 2011,47, 9495-9497

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DDQ-promoted dehydrogenation from natural rigid polycyclic acids or flexible alkyl acids to generate lactones by a radical ion mechanism

Y. Ding, Z. Huang, J. Yin, Y. Lai, S. Zhang, Z. Zhang, L. Fang, S. Peng and Y. Zhang, Chem. Commun., 2011, 47, 9495 DOI: 10.1039/C1CC11633A

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