Palladium-catalyzed asymmetric allylic substitution using novel phosphino-ester (PHEST) ligands with 1,1′-binaphthyl skeleton

被引：42

作者：

Kodama, H ^{[1
]}

Taiji, T ^{[1
]}

Ohta, T ^{[1
]}

Furukawa, I ^{[1
]}

机构：

[1] Doshisha Univ, Fac Engn, Dept Mol Sci & Technol, Kyoto 6100394, Japan

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 19期

关键词：

D O I：

10.1016/S0957-4166(00)00370-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The asymmetric allylic alkylation of rac-1,3-diphenyl-2-propenyl acetate 1 with dimethyl malonate 2a proceeded smoothly in the presence of lithium acetate, BSA (N,O-bis(trimethylsilyl)acetamide), [Pd(eta (3) C3H5)Cl](2), and the chiral ligand (R)-i-Pr2N-PHEST (R)-5a to give the allylic alkylation product (R)-3a in 89% yield with 99% ee. Furthermore, the asymmetric allylic amination of 1 with potassium phthalimide 2c has been carried out using the same ligand to give the allylic amination product (S)-3c in 10% yield with 66% ee. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：4009 / 4015

页数：7

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