Issue 2, 2017
From the journal:

Organic Chemistry Frontiers

Palladium-catalyzed asymmetric allylic amination: enantioselective synthesis of chiral α-methylene substituted β-aminophosphonates†

Xubin Wang,a   Xiaoming Wang,a   Zhaobin Han,a   Zheng Wang*a  and  Kuiling Ding*abc  

* 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: kding@mail.sioc.ac.cn
Fax: +(21)-6416-6128

b University of Chinese Academy of Sciences, Beijing 100049, China

c Collaborative Innovation Center of Chemical Science and Engineering, Tianjin 300071, China

Abstract

Spiroketal backbone based diphosphine ligands (SKP) were disclosed to be highly efficient and enantioselective (94 → 99% ee) in the palladium catalyzed asymmetric allylic amination of 2-diethylphosphonate-substituted allylic acetates, affording a series of chiral β-aminophosphonates bearing an α-methylene functionality in high yields with excellent regioselectivities.

Graphical abstract: Palladium-catalyzed asymmetric allylic amination: enantioselective synthesis of chiral α-methylene substituted β-aminophosphonates

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Article information

DOI
https://doi.org/10.1039/C6QO00597G
Article type
Research Article
Submitted
07 Oct 2016
Accepted
25 Nov 2016
First published
29 Nov 2016

Org. Chem. Front., 2017,4, 271-276

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Palladium-catalyzed asymmetric allylic amination: enantioselective synthesis of chiral α-methylene substituted β-aminophosphonates

X. Wang, X. Wang, Z. Han, Z. Wang and K. Ding, Org. Chem. Front., 2017, 4, 271 DOI: 10.1039/C6QO00597G

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