Formation of chiral N-oxides from 2-azabicyclo[3.3.0]octanes

Authors
Aurich, HG Soeberdt, M Harms, K
Citation
Hg. Aurich et al., Formation of chiral N-oxides from 2-azabicyclo[3.3.0]octanes, EUR J ORG C, (5), 1999, pp. 1249-1252
Citations number
18
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
5
Year of publication
1999
Pages
1249 - 1252
Database
ISI
SICI code
1434-193X(199905):5<1249:FOCNF2>2.0.ZU;2-0
Abstract
Enantiopure 2-azabicyclo[3.3.0]octanes 1a-d and ent-le were oxidized with m CPBA to provide either diastereomeric pairs of N-oxides (2a/3a and 2b/3b) o r diastereomerically pure compounds (2c,d and ent-2e). The structure of com pounds 2a and enf-2e was confirmed by an X-ray study. The factors that affe ct the oxidation process are discussed.