Total synthesis of dl-19-nor-16,17-dehydroprogesterone.

نویسندگان

  • S J Daum
  • R L Clarke
  • S Archer
  • W S Johnson
چکیده

dl-2-(7,11-Dimethyl-3,7,11 - trans,trans-dodecatrienyl)-3-methyl-cyclopent-2-enol was prepared by reduction of the corresponding ketone. This tetraenol, on treatment with trifluoroacetic acid, underwent stereoselective cyclization to give dl-3,17-dimethyl-A-nor-D-homoestra-3,16-diene. This tetracyclic material was readily converted, by oxidative cleavage to the bicyclic triketo aldehyde followed by a double aldol cyclization, into dl-19-nor-16,17-dehydroprogesterone.

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عنوان ژورنال:
  • Proceedings of the National Academy of Sciences of the United States of America

دوره 62 2  شماره 

صفحات  -

تاریخ انتشار 1969