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.
|Publication status||Published - 1995|