Issue 39, 2011
From the journal:

Chemical Communications

Palladium-catalyzed 1,4-addition of diarylphosphines to α,β-unsaturated N-acylpyrroles†

Dan Dub  and  Wei-Liang Duan*a  

* Corresponding authors

a State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, China
E-mail: wlduan@mail.sioc.ac.cn
Fax: +86-21-6416-6128
Tel: +86-21-5492-5203

b School of Chemistry & Molecular Engineering, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China

Abstract

Highly stereoselective asymmetric 1,4-addition of diarylphosphines to α,β-unsaturated N-acylpyrroles catalyzed by a PCP pincer–Pd complex has been developed for the synthesis of chiral phosphines with excellent stereoselectivity (91–99% ee) under mild conditions. The products obtained can be further converted into chiral phosphine-oxazoline ligands.

Graphical abstract: Palladium-catalyzed 1,4-addition of diarylphosphines to α,β-unsaturated N-acylpyrroles

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Article information

DOI
https://doi.org/10.1039/C1CC13785A
Article type
Communication
Submitted
24 Jun 2011
Accepted
30 Aug 2011
First published
12 Sep 2011

Chem. Commun., 2011,47, 11101-11103

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Palladium-catalyzed 1,4-addition of diarylphosphines to α,β-unsaturated N-acylpyrroles

D. Du and W. Duan, Chem. Commun., 2011, 47, 11101 DOI: 10.1039/C1CC13785A

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