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

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 14期

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

页码：2711 / 2714

页数：4

共 9 条

[1] SYNTHESIS OF A SMALL-MOLECULE COMBINATORIAL LIBRARY ENCODED WITH MOLECULAR TAGS [J].