General combinatorial synthesis of tertiary amines on solid support. A novel conditional release strategy based on traceless linking at nitrogen

被引：23

作者：

Gustafsson, M ^{[1
]}

Olsson, R ^{[1
]}

Andersson, CM ^{[1
]}

机构：

[1] ACADIA Pharmaceut AS, Synthet Chem, DK-2600 Glostrup, Denmark

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 01期

关键词：

tertiary amines; N-O cleavage; LiI; SmI2; conditional release; solid phase;

D O I：

10.1016/S0040-4039(00)01902-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel solid phase synthesis of tertiary amines involving iodide-induced cleavage of the N-O bond of resin bound alkoxyammonium intermediates is described. The quaternary intermediates were assembled via sequential reductive aminations followed by alkylation. Cleavage from the solid support was induced by iodide ion or base, to afford the target tertiary amines in excellent purity. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：133 / 136

页数：4

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