Enantioselective nucleophilic addition of organometallic reagents to quinoline: regio-, stereo- and enantioselectivity

被引：43

作者：

Amiot, F ^{[1
]}

Cointeaux, L ^{[1
]}

Silve, EJ ^{[1
]}

Alexakis, A ^{[1
]}

机构：

[1] Univ Geneva, Dept Organ Chem, CH-1211 Geneva 4, Switzerland

来源：

TETRAHEDRON | 2004年 / 60卷 / 37期

关键词：

1,2-dihydroquinoline; enantioselective addition; chiral ligand; organolithium reagents; organometallics; bioxazoline;

D O I：

10.1016/j.tet.2004.06.088

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Some 2-alkyl-1,2-dihydroquinoline and some 2-aryl-1,2-dihydroquinoline were obtained by enantioselective addition of methyl-, butyl-, phenyl- and 1-naphthyllithium on quinoline. Bisoxazolines were used as external chiral ligands, giving enantiomeric excess up to 79%. The ligand could be used in catalytic amounts without significant loss of enantioselectivity. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：8221 / 8231

页数：11

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