Issue 8, 2014
From the journal:

Chemical Communications

Highly diastereoselective synthesis of 3-hydroxy-2,2,3-trisubstituted indolines via intramolecular trapping of ammonium ylides with ketones†

Changcheng Jing,a   Dong Xinga  and  Wenhao Hu*a  

* Corresponding authors

a Shanghai Engineering Research Center of Molecular Therapeutics and New Drug Development, East China Normal University, Shanghai, China
E-mail: whu@chem.ecnu.edu.cn
Fax: +86-021-62221235

Abstract

A Rh2(OAc)4-catalyzed diazo decomposition reaction of diazo esters with 2-aminophenyl ketones is reported. A series of 3-hydroxy-2,2,3-trisubstituted indolines are produced in good yields with excellent diastereoselectivities via an intramolecular aldol-type trapping of ammonium ylides with ketone units.

Graphical abstract: Highly diastereoselective synthesis of 3-hydroxy-2,2,3-trisubstituted indolines via intramolecular trapping of ammonium ylides with ketones

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Article information

DOI
https://doi.org/10.1039/C3CC48067D
Article type
Communication
Submitted
21 Oct 2013
Accepted
15 Nov 2013
First published
18 Nov 2013

Chem. Commun., 2014,50, 951-953

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Highly diastereoselective synthesis of 3-hydroxy-2,2,3-trisubstituted indolines via intramolecular trapping of ammonium ylides with ketones

C. Jing, D. Xing and W. Hu, Chem. Commun., 2014, 50, 951 DOI: 10.1039/C3CC48067D

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