Allylindium and allylboronic acid pinacolate: Mild reagents for the allylation of resin-bound aldehydes. Application to the solid-phase synthesis of hydroxypropylamines

被引:12
作者
Cavallaro, CL [1 ]
Herpin, T [1 ]
McGuinness, BF [1 ]
Shimshock, YC [1 ]
Dolle, RE [1 ]
机构
[1] Pharmacopeia Inc, Princeton, NJ 08543 USA
关键词
indium; allylation; homoallylic alcohol; solid-phase synthesis; hydroxypropylamine;
D O I
10.1016/S0040-4039(99)00346-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Homoallylic alcohols are prepared in high yield and purity by the reaction of the title reagents with resin-bound aldehydes. The mild reaction conditions accommodate the base-sensitive 4-carboxamido-3-nitrobenzyl photolabile linker on standard resins. A practical application of the allylation reaction is demonstrated through the solid-phase synthesis of hydroxypropylamines. (C) 1999 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2711 / 2714
页数:4
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