Issue 48, 2011
From the journal:

Chemical Communications

A highly efficient kinetic resolution of Morita–Baylis–Hillman adducts achieved by N–Ar axially chiral Pd-complexes catalyzed asymmetric allylation†

Feijun Wang,*a   Shengke Li,a   Mingliang Qu,a   Mei-Xin Zhao,a   Lian-Jun Liua  and  Min Shi*ab  

* Corresponding authors

a Key Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, 130 MeiLong Road, Shanghai 200237, P. R. China
E-mail: feijunwang@ecust.edu.cn

b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, P. R. China
E-mail: Mshi@mail.sioc.ac.cn

Abstract

Palladium complexes with an axially chiral N–Ar framework have been developed. These complexes showed high stereoselectivities in asymmetric allylic arylation to achieve the kinetic resolution of Morita–Baylis–Hillman adducts, affording up to 99% ee of (E)-allylation products and 92% ee of recovered Morita–Baylis–Hillman adducts.

Graphical abstract: A highly efficient kinetic resolution of Morita–Baylis–Hillman adducts achieved by N–Ar axially chiral Pd-complexes catalyzed asymmetric allylation

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Article information

DOI
https://doi.org/10.1039/C1CC15543A
Article type
Communication
Submitted
07 Sep 2011
Accepted
12 Oct 2011
First published
03 Nov 2011

Chem. Commun., 2011,47, 12813-12815

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A highly efficient kinetic resolution of Morita–Baylis–Hillman adducts achieved by N–Ar axially chiral Pd-complexes catalyzed asymmetric allylation

F. Wang, S. Li, M. Qu, M. Zhao, L. Liu and M. Shi, Chem. Commun., 2011, 47, 12813 DOI: 10.1039/C1CC15543A

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