Issue 6, 2014
From the journal:

Chemical Communications

Palladium-catalyzed asymmetric 1,6-addition of diarylphosphines to α,β,γ,δ-unsaturated sulfonic esters: controlling regioselectivity by rational selection of electron-withdrawing groups†

Junzhu Lu,b   Jinxing Yeb  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 Pharmacy, East China University of Science and Technology, 130 Meilong Road, Shanghai 200237, China

Abstract

Palladium-catalyzed asymmetric 1,6-addition of diarylphosphines to electron-deficient dienes was developed through rational selection of electron-withdrawing groups on the dienes. Various chiral allylic phosphine derivatives were synthesized in good yields with high enantioselectivity (up to 96% ee).

Graphical abstract: Palladium-catalyzed asymmetric 1,6-addition of diarylphosphines to α,β,γ,δ-unsaturated sulfonic esters: controlling regioselectivity by rational selection of electron-withdrawing groups

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Article information

DOI
https://doi.org/10.1039/C3CC46290K
Article type
Communication
Submitted
16 Aug 2013
Accepted
10 Nov 2013
First published
11 Nov 2013

Chem. Commun., 2014,50, 698-700

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Palladium-catalyzed asymmetric 1,6-addition of diarylphosphines to α,β,γ,δ-unsaturated sulfonic esters: controlling regioselectivity by rational selection of electron-withdrawing groups

J. Lu, J. Ye and W. Duan, Chem. Commun., 2014, 50, 698 DOI: 10.1039/C3CC46290K

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