Journal of the American Chemical Society

The type 2 intramolecular imino Diels-Alder reaction. Synthesis and structural characterization of bicyclo [n. 3.1] bridgehead olefin/bridgehead lactams

TG Lease, KJ Shea

Index: Lease, Timothy G.; Shea Journal of the American Chemical Society, 1993 , vol. 115, # 6 p. 2248 - 2260

Full Text: HTML

Citation Number: 70

Abstract

Abstract: The type 2 imino Diels-Alder cycloaddition was used for the synthesis of a homologous series of bridgehead olefin/bridgehead lactams. The X-ray crystal structures of three members of this series, including the highly strained 2-carbomethoxy-8-oxo2- azabicyclo [3.3. l] non-4-ene, were obtained. An analysis of the structural data permits evaluation of the responses of the bridgehead double bond and bridgehead amide ...