Rapid access to enantiopure bupropion and its major metabolite by stereospecific nucleophilic substitution on an alpha-ketotriflate

Authors
Fang, QK Han, ZX Grover, P Kessler, D Senanayake, CH Wald, SA
Citation
Qk. Fang et al., Rapid access to enantiopure bupropion and its major metabolite by stereospecific nucleophilic substitution on an alpha-ketotriflate, TETRAHEDR-A, 11(18), 2000, pp. 3659-3663
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON-ASYMMETRY
ISSN journal
09574166 → ACNP
Volume
11
Issue
18
Year of publication
2000
Pages
3659 - 3663
Database
ISI
SICI code
0957-4166(20000922)11:18<3659:RATEBA>2.0.ZU;2-W
Abstract
A stereospecific method for the synthesis of enantiopure alpha -aminoketone from its corresponding alpha -hydroxy-ketone via the triflate intermediate is discussed. This strategy provides a rapid and efficient route for the p reparation of either enantiomer of bupropion and its biologically active hy droxylated metabolite, (C) 2000 Elsevier Science Ltd. All rights reserved.