By using procedures previously developed for (*)-cestrone,l a variety of ( &)-13p-alkylgona-l,3,5( 10)-trienes and cognate compounds has been synthesised and converted into various ( & ) -1 3p-alkylgon-4-enes. Biological activities are given for several compounds and in some cases compared with those of the corresponding (+)and (-)-enantiomers.A series of related (&)-cestranes has been totally synthesised for comparison in biological activities with these gonanes and the corresponding cestranes prepared from (+)-oestrone. Preliminary accounts of some of this work have been given. R1 = Et, R2 = Me, R3 = H, n = 2), made by a sequence involving interaction of the ketone (8; R1 = Et, R2 = Me, n = 2) with methylmagnesium bromide. This alcohol may be a 17ap-01 from its appreciable androgenic-anabolic activity (below) and the reported 22 lack of such activity in 17a-hydroxy-19-norandrost4en-3-one, but the evidence is inconclusive. Ananchenko et aZ.l% observed the formation of both possible epimers in a similar Grignard reaction with the cestratetraene (8; R1 = R2 = Me, n = 2).
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