Issue 18, 2012
From the journal:

Chemical Communications

Asymmetric assembly of 2-oxindole and α-angelica lactone units to construct vicinal quaternary chiral centers†

Xin Huang,a   Jin Peng,a   Lin Donga  and  Ying-Chun Chen*ab  

* Corresponding authors

a Key Laboratory of Drug-Targeting and Drug Delivery System of the Education Ministry, Department of Medicinal Chemistry, West China School of Pharmacy, Sichuan University, Chengdu 610041, China
E-mail: ycchenhuaxi@yahoo.com.cn
Fax: +86 28 85502609

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

Abstract

The first organocatalytic asymmetric assembly of Morita–Baylis–Hillman carbonates of isatins and α-angelica lactone has been studied, affording multifunctional products containing two valuable pharmacophores and vicinal quaternary chiral centers in high stereoselectivity (up to 92% ee, dr >95 : 5).

Graphical abstract: Asymmetric assembly of 2-oxindole and α-angelica lactone units to construct vicinal quaternary chiral centers

  • This article is part of the themed collection: Chirality
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Article information

DOI
https://doi.org/10.1039/C2CC17777C
Article type
Communication
Submitted
12 Dec 2011
Accepted
05 Jan 2012
First published
10 Jan 2012

Chem. Commun., 2012,48, 2439-2441

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Asymmetric assembly of 2-oxindole and α-angelica lactone units to construct vicinal quaternary chiral centers

X. Huang, J. Peng, L. Dong and Y. Chen, Chem. Commun., 2012, 48, 2439 DOI: 10.1039/C2CC17777C

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