O-protecting groups as long-range stereocontrolling elements in the addition of acetylides to 4-substituted quinolines

被引:18
作者
Guanti, G [1 ]
Perrozzi, S [1 ]
Riva, R [1 ]
机构
[1] Dipartimento Chim & Chim Ind, I-16146 Genoa, Italy
关键词
D O I
10.1016/S0957-4166(02)00711-5
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Addition of magnesium acetylides in the presence of chloroformate esters to racemic differently O-protected 2-(4-quinolyl)propanols and to enantiopure 2-(4-quinolyl)-1,3-dialkoxypropanes, prepared by a chemoenzymatic route, gives almost exclusive regioselective attack at C-2, with stereoselectivities from moderate to good, depending mainly on the bulkiness of the O-protecting group present. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2703 / 2726
页数:24
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