Synthesis and application of novel chiral phosphino-oxazoline ligands with 1,1′-binaphthyl skeleton

被引：112

作者：

Ogasawara, M ^{[1
]}

Yoshida, K ^{[1
]}

Kamei, H ^{[1
]}

Kato, K ^{[1
]}

Uozumi, Y ^{[1
]}

Hayashi, T ^{[1
]}

机构：

[1] Kyoto Univ, Grad Sch Sci, Dept Chem, Kyoto 6068502, Japan

来源：

TETRAHEDRON-ASYMMETRY | 1998年 / 9卷 / 10期

基金：

日本学术振兴会;

关键词：

D O I：

10.1016/S0957-4166(98)00136-0

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

C-1-Symmetric phosphino-oxazolines, (S,S)- and (S,R)-2-[4-(isopropyl)oxazol-2-yl]-2'-diphenylphosphino-1,1'-binaphthyl, which possess both phosphine and oxazoline moieties, were prepared from racemic binaphthol and enantiomerically pure (S)-(+)-2-amino-3-methyl-1-butanol in high yields. Reaction of 1,3-diphenyl-2-propenyl acetate with dimethyl sodiomalonate in the presence of 2 mol% of palladium catalysts bearing the new chiral ligands proceeded with high enantioselectivity to give allylic alkylation products of up to 91% ee. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

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页码：1779 / 1787

页数：9

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