The boronic Mannich reaction in a solid-phase approach

被引：67
作者：
Schlienger, N
Bryce, MR
Hansen, TK
机构：
[1] Novo Nordisk AS, Med Chem Res 4, DK-2760 Maaloev, Denmark
[2] Univ Durham, Dept Chem, Durham DH1 3LE, England
来源：
TETRAHEDRON | 2000年 / 56卷 / 51期
关键词：
boron and compounds; Mannich reactions; solid-phase synthesis; amino acids and derivatives;
D O I：
10.1016/S0040-4020(00)00957-1
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We report herein the use of the multi-component boronic Mannich reaction (BMR) in a solid-phase approach, in which an aryl boronic acid is combined with an aldehyde and a secondary amine. We describe several examples, in which each of the three components is alternately anchored onto Wang polystyrene, giving in most cases (but not all) the expected products in high yields and purities. We also suggest, based on B-11 NMR studies, that the intermediate formation of a tetracoordinated boron species could represent the prerequisite for success of the BMR. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：10023 / 10030
页数：8
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