A Convenient Synthesis of Tricyclic Gamma-Lactams, Simulating B-C-D Rings of Azasteroids Via Michael Addition Reaction

Gandhi K. Kar Department of Chemistry, Indian Institute of Technology, Kharagpur, 721302, India

Basanta G. Chatterjee Department of Chemistry, Indian Institute of Technology, Kharagpur, 721302, India

Jayanta K. Ray Department of Chemistry, Indian Institute of Technology, Kharagpur, 721302, India

Abstract

Cinnamolychloride on treatment with arylaminomalonates produced the δ-lactam diester derivatives. Highly stereoselective hydrolysis of the diester, produced the trans acid, which on homologation by Arndt-Eistert's method followed by PPA cyclization generated the tricyclic δ-lactam derivatives simulating B-C-D ring of many azasteroids in good overall yield.

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A Convenient Synthesis of Tricyclic Gamma-Lactams, Simulating B-C-D Rings of Azasteroids Via Michael Addition Reaction

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A Convenient Synthesis of Tricyclic Gamma-Lactams, Simulating B-C-D Rings of Azasteroids Via Michael Addition Reaction

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