Synthesis of enantiopure alpha '-amino alpha,beta-epoxy ketones from alpha'-amino bromomethyl ketones

Citation
J. Barluenga et al., Synthesis of enantiopure alpha '-amino alpha,beta-epoxy ketones from alpha'-amino bromomethyl ketones, J ORG CHEM, 64(14), 1999, pp. 5048-5052
Citations number
31
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
64
Issue
14
Year of publication
1999
Pages
5048 - 5052
Database
ISI
SICI code
0022-3263(19990709)64:14<5048:SOEA'A>2.0.ZU;2-0
Abstract
Preparation of enantiomerically pure alpha'-amino alpha,beta-epoxy ketones 2 in an efficient synthesis starting from alpha'-amino bromomethyl ketones 5 and the obtention of amino diepoxido 10a as synthetic application of 2 ar e described. We also report the generalization of the synthesis of 1-aminoa lkyl halomethyl ketones to their bromo derivatives.