Studies on lactams .99. Fused tricyclic beta-lactams via intramolecular aryl radical cyclization

Easy access to fused tricyclic beta-lactams starting with o-bromobenzaldehyde and allyl amine has been devised using intromolecular aryl radical cyclization under the influence of tributyltin hydride. The major product resulted from exo cyclization leading to the formation of a 6-membered ring and t...

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Bibliographic Details
Published inTetrahedron letters Vol. 37; no. 9; pp. 1363 - 1366
Main Authors Banik, BK, Subbaraju, GV, Manhas, MS, Bose, AK
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 26.02.1996
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:Easy access to fused tricyclic beta-lactams starting with o-bromobenzaldehyde and allyl amine has been devised using intromolecular aryl radical cyclization under the influence of tributyltin hydride. The major product resulted from exo cyclization leading to the formation of a 6-membered ring and thus a tricyclic beta-lactam. In some cases a minor product was a 7-membered ring-containing tricyclic beta-lactam formed by endo cyclization.
ISSN:0040-4039
DOI:10.1016/0040-4039(96)00054-8