Chiral β-phosphino sulfoxides as chiral ligands in palladium-catalyzed asymmetric allylic nucleophilic substitution reactions

被引：59

作者：

Hiroi, K ^{[1
]}

Suzuki, Y ^{[1
]}

Kawagishi, R ^{[1
]}

机构：

[1] Tohoku Coll Pharmaceut Sci, Dept Synth Organ Chem, Aoba Ku, Sendai, Miyagi 9818558, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 04期

关键词：

D O I：

10.1016/S0040-4039(98)02437-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first attempt to use chiral beta-phosphino sulfoxides as chiral ligands was successfully accomplished in a palladium-catalyzed asymmetric allylic alkylation and amination, providing extremely high enantioselectivity with chiral 2-(diphenylphosphino)phenyl 2-methoxy-1-naphthyl sulfoxide. The structure of the intermediary palladium complex chelated by the ligand was determined by the X-ray crystallographic analysis. The mechanism for the asymmetric induction is proposed on the basis of the stereochemical results obtained. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：715 / 718

页数：4

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