Issue 6, 2016
From the journal:

Organic & Biomolecular Chemistry

N-Heterocyclic carbene-catalyzed [3 + 2] annulation of bromoenals with 3-aminooxindoles: highly enantioselective synthesis of spirocyclic oxindolo-γ-lactams†

Kun-Quan Chen,ab   Yao Li,ab   Chun-Lin Zhang,a   De-Qun Sun*b  and  Song Ye*a  

* Corresponding authors

a Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China
E-mail: songye@iccas.ac.cn

b Marine College, Shandong University at Weihai, 180 Wenhua West Road, Weihai 264209, China
E-mail: dequn.sun@sdu.edu.cn

Abstract

The chiral N-heterocyclic carbene-catalyzed [3 + 2] annulation of α-bromoenals and 3-aminooxindoles was developed, giving the corresponding spirocyclic oxindolo-γ-lactams in good yields with high diastereoselectivities and enantioselectivities.

Graphical abstract: N-Heterocyclic carbene-catalyzed [3 + 2] annulation of bromoenals with 3-aminooxindoles: highly enantioselective synthesis of spirocyclic oxindolo-γ-lactams

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Article information

DOI
https://doi.org/10.1039/C5OB02466H
Article type
Paper
Submitted
02 Dec 2015
Accepted
05 Jan 2016
First published
05 Jan 2016

Org. Biomol. Chem., 2016,14, 2007-2014

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N-Heterocyclic carbene-catalyzed [3 + 2] annulation of bromoenals with 3-aminooxindoles: highly enantioselective synthesis of spirocyclic oxindolo-γ-lactams

K. Chen, Y. Li, C. Zhang, D. Sun and S. Ye, Org. Biomol. Chem., 2016, 14, 2007 DOI: 10.1039/C5OB02466H

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