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

Citation
P. Blaney et al., Application of Grignard reagents to the synthesis of tertiary methylaminesvia resin-bound oxyiminium ions, TETRAHEDR L, 41(34), 2000, pp. 6639-6642
Citations number
11
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
41
Issue
34
Year of publication
2000
Pages
6639 - 6642
Database
ISI
SICI code
0040-4039(20000819)41:34<6639:AOGRTT>2.0.ZU;2-H
Abstract
The solid-phase synthesis of tertiary methylamines via the nucleophilic dis placement of benzotriazole Mannich adducts with Grignard reagents using a h ydroxylamine linker is described. The chemistry is exemplified by the synth esis of the MAO inhibitor alpha-methylpargyline. Also described is the synt hesis of the analgesic Tramadol by an alternative one-pot solid-phase Manni ch reaction. (C) 2000 Elsevier Science Ltd. All rights reserved.