Studies on m-cyclophane formation from the photolysis of chloroacetamide derivatives

R. Rezaie, J.B. Bremner, K.G. Blanch, Brian Skelton, Allan White

Research output: Contribution to journalArticle

10 Citations (Scopus)

Abstract

The synthesis of 12-hydroxy-2-oxa-6-azabicyclo[7.3.1.]trideca-1(13),9,11-trien-5-one (4) is described. Two routes to (4) based on the photolysis of N-[2-(3,4-dimethoxyphenyl)ethyl]chloroacetamide (2b) and N-[2-(4-t-butyldimethylsiloxy-3-methoxyphenyl)ethyl]chloroacetamide (2c) followed by O-demethylation or O-desilylation, were developed. Extension of the work has given the new m-cyclophane ester derivative (9), whose structure has been confirmed by X-ray crystallography.
Original languageEnglish
Pages (from-to)959-972
JournalHeterocycles
Volume41
Publication statusPublished - 1995

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