Issue 51, 2014
From the journal:

Chemical Communications

Pd-catalyzed highly regio-, diastereo-, and enantioselective allylic alkylation of α-fluorophosphonates†

Ying Huang,b   Qing-Song Zhang,a   Ping Fang,*a   Tie-Gen Chen,a   Jun Zhub  and  Xue-Long Hou*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: xlhou@sioc.ac.cn, pfang@sioc.ac.cn

b State Key Laboratory of Physical Chemistry of Solid Surfaces Department of Chemistry, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China

Abstract

Highly efficient Pd-catalyzed asymmetric allylic alkylation reaction of ethyl-2-fluoro-2-(diethoxyphosphoryl)acetate with monosubstituted allylic substrates has been developed, affording corresponding α-fluorophosphonates with two chiral centers in high regio-, diastereo- and enantio-selectivities. The usefulness of the products in organic synthesis has been demonstrated.

Graphical abstract: Pd-catalyzed highly regio-, diastereo-, and enantioselective allylic alkylation of α-fluorophosphonates

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Article information

DOI
https://doi.org/10.1039/C4CC02158D
Article type
Communication
Submitted
24 Mar 2014
Accepted
04 May 2014
First published
06 May 2014

Chem. Commun., 2014,50, 6751-6753

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Pd-catalyzed highly regio-, diastereo-, and enantioselective allylic alkylation of α-fluorophosphonates

Y. Huang, Q. Zhang, P. Fang, T. Chen, J. Zhu and X. Hou, Chem. Commun., 2014, 50, 6751 DOI: 10.1039/C4CC02158D

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