Application of Grignard reagents to the synthesis of tertiary methylamines via resin-bound oxyiminium ions

被引：17

作者：

Blaney, P

Grigg, R ^{[1
]}

Rankovic, Z

Thoroughgood, M

机构：

[1] Univ Leeds, MIDAS Ctr, Sch Chem, Leeds LS2 9JT, W Yorkshire, England

[2] Organon Labs Ltd, Dept Med Chem, Newhouse ML1 5SH, Scotland

来源：

TETRAHEDRON LETTERS | 2000年 / 41卷 / 34期

关键词：

solid-phase synthesis; oxyiminium; ions; tertiary methylamines; traceless hydroxylamine linker; Grignard reagents; benzotriazole Mannich adducts; alpha-methylpargyline; Tramadol;

D O I：

10.1016/S0040-4039(00)01104-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The solid-phase synthesis of tertiary methylamines via the nucleophilic displacement of benzotriazole Mannich adducts with Grignard reagents using a hydroxylamine linker is described. The chemistry is exemplified by the synthesis of the MAO inhibitor alpha-methylpargyline. Also described is the synthesis of the analgesic Tramadol by an alternative one-pot solid-phase Mannich reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.

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收藏

页码：6639 / 6642

页数：4

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