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Synlett 1994; 1994(9): 711-712
DOI: 10.1055/s-1994-22980
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Synthesis of 14ß,17ß-Propanoestradiols via Intramolecular Cyclisations

James R. Bull* , Pia G. Mountford
  • *Department of Chemistry, University of Cape Town, Rondebosch 7700, South Africa.
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Publication Date:
18 September 2002 (online)

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14-Allyl-3-methoxy-14ß-estra-1,3,5(10)-trien-17-one is converted regioselectively into the 14ß-acetonyl 17-ketone or the 14ß-formylethyl 17-ketone, which undergo intramolecular aldol condensation or reductive cyclisation respectively, leading to 14ß,17ß-propano analogues of estradiol.