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Synthesis of a new chiral amino phosphine ligand and its application in the asymmetric allylic alkylation (AAA) reaction

Authors :
D. Scott Bohle
Chao-Jun Li
Jianqing Feng
Source :
Tetrahedron: Asymmetry. 18:1043-1047
Publication Year :
2007
Publisher :
Elsevier BV, 2007.

Abstract

This article describes the synthesis of a new chiral amino phosphine ligand based on an amino naphthol starting material, which is resolved efficiently by using l -tartaric acid. The asymmetric induction of the ligand in the Pd(0)-catalyzed allylic substitution of 1,3-diphenylprop-2-en-1-yl acetate with dimethyl malonate was investigated. Good yields and enantiomeric excesses up to 78% of the product were obtained.

Details

ISSN :
09574166
Volume :
18
Database :
OpenAIRE
Journal :
Tetrahedron: Asymmetry
Accession number :
edsair.doi...........78e2263d2782e01021e25f950a4cbb01