The synthesis of several 11,18‐dioxygenated relatives (VIII and X to XIII) of d,k‐progesterone is described. The chemical transformations of the substituents on rings C and D are largely governed by neighbouring group interference. This is shown by the formation of the cyclic ether XVI, by the unusual acetylation of an 11β‐hydroxy group (IV → VII, VIII), and by the easy ester hydrolysis (X → XII), possibly through anchimeric intervention.
No takes yet. Share an insight, caveat, or question.
Schmidlin et al. (1959) studied this question.
Synapse has enriched 5 closely related papers on similar clinical questions. Consider them for comparative context: