Synthesis of some DE and CDE ring analogs of camptothecin

…, RD Gless, GK Cooper, H Rapoport

Index: Plattner; Gless; Cooper; Rapoport The Journal of organic chemistry, 1974 , vol. 39, # 3 p. 303 - 311

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Citation Number: 13

Abstract

A general method has been devised for synthesizing DE and CDE ring analogs of camptothecin consisting of (a) rearrangement of a properly substituted nipecotic acid to a 3- methylene-Z-piperidone,(b) oxidation and rearrangement to the corresponding primary allylic alcohol,(c) introduction of a substituted acetic acid residue at C-4 via Claisen rearrangement, and (d) elaboration of lactone ring E by allylic oxidation and ...