Synthesis of Large-Ring Analogues of Estrone by a Ring-Expansion Route

Article abstract of DOI:10.1021/jo00344a010

A synthetic methodology is described wherein a sequence of three ring expansions is used to convert cycloheptanone to 4'-methoxy-5,6-benzocyclodecenone, which was tested for estrogenic properties but showed no uterotrophic activity.Attempts to selectively expand the large ring by one more carbon to 8,9:13,14-diseco-18-norestrone were not successful.