A trans-stereoselective synthesis of 3-halo-4-alkyl(aryl)-NH-azetidin-2-ones

Citation
E. Bandini et al., A trans-stereoselective synthesis of 3-halo-4-alkyl(aryl)-NH-azetidin-2-ones, ORG LETT, 2(8), 2000, pp. 1077-1079
Citations number
34
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
8
Year of publication
2000
Pages
1077 - 1079
Database
ISI
SICI code
1523-7060(20000420)2:8<1077:ATSO3>2.0.ZU;2-Q
Abstract
Conrotatory ring closure of 1-halo-3-aza-4-alkyl-1,3-dienes in refluxing to luene gives rise to 3-halo-4-aryl-2-azetidinones in satisfactory yields. De halogenation of the resulting beta-lactams by tris(trimethylsilyl)silane fu rnished 3-unsubstituted azetidinones, valuable intermediates in the synthes is of biologically active compounds.