Issue 84, 2013
From the journal:

Chemical Communications

Bicyclic guanidinium-catalyzed enantioselective phase-transfer alkylation: direct access to pyrroloindolines and furoindolines†

Wenchao Chen,a   Wenguo Yang,a   Lin Yan,a   Choon-Hong Tan*b  and  Zhiyong Jiang*ab  

* Corresponding authors

a Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Kaifeng, Henan, People's Republic of China
E-mail: chmjzy@henu.edu.cn

b Division of Chemistry and Biological Chemistry, Nanyang Technological University, 21 Nanyang Link, Singapore 637371
E-mail: choonhong@ntu.edu.sg

Abstract

Highly enantioselective phase-transfer alkylation of 3-substituted-2-oxindoles with activated bromomethanes is disclosed with a broad substrate scope by using bicyclic guanidinium as a catalyst and a Lewis acid as the co-catalyst. The alkylation adducts are versatile intermediates to accomplish the syntheses of pyrroloindolines and furoindolines.

Graphical abstract: Bicyclic guanidinium-catalyzed enantioselective phase-transfer alkylation: direct access to pyrroloindolines and furoindolines

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Article information

DOI
https://doi.org/10.1039/C3CC46111D
Article type
Communication
Submitted
10 Aug 2013
Accepted
29 Aug 2013
First published
30 Aug 2013

Chem. Commun., 2013,49, 9854-9856

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Bicyclic guanidinium-catalyzed enantioselective phase-transfer alkylation: direct access to pyrroloindolines and furoindolines

W. Chen, W. Yang, L. Yan, C. Tan and Z. Jiang, Chem. Commun., 2013, 49, 9854 DOI: 10.1039/C3CC46111D

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