New approach to beta-lactam-fused enediynes ("lactenediynes") by stereoselective pinacol coupling

Citation
L. Banfi et al., New approach to beta-lactam-fused enediynes ("lactenediynes") by stereoselective pinacol coupling, EUR J ORG C, (6), 2000, pp. 939-946
Citations number
37
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
6
Year of publication
2000
Pages
939 - 946
Database
ISI
SICI code
1434-193X(200003):6<939:NATBE(>2.0.ZU;2-Z
Abstract
A short synthesis of unfunctionalized lactenediyne 3 by closure of the ten- membered ring at the double bond site is reported. After failure of the kno wn methodologies, this closure was eventually successfully achieved thanks to a highly stereoselective, vanadium(II)-mediated pinacol coupling of bis( alk-2-ynal) 7.