title: Recoverable Pd/C catalyst mediated dehydrogenation of sterols and an improved synthesis of 1α-hydroxydehydroepiandrosterone.
abstract: A novel recyclable Pd/C catalyst mediated dehydrogenation of sterols is developed. The conversion of sterols to 1,4,6-trien-3-ones is best achieved with Pd/C as a catalyst (10%) in the presence of six equivalents of allyl diethyl phosphate (ADP) and excess amount of sodium carbonate in DMF under vigorous reflux conditions. This transformation gives 17,17-ethylenedioxyandrost-1,4,6-trien-3-one in better yield than that of DDQ oxidation and thus provides an improved synthesis of 1α-hydroxydehydroepiandrosterone from DHEA.
authors.forename: Yi-Zhen
authors.initials: YZ
authors.lastname: Yin
authors.forename: Chao
authors.initials: C
authors.lastname: Liu
authors.forename: Long-Qian
authors.initials: LQ
authors.lastname: Tang
authors.forename: Zhao-Peng
authors.initials: ZP
authors.lastname: Liu
mesh_terms: D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D060326:Chemistry Techniques, Synthetic; D003687:Dehydroepiandrosterone / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000737:chemistry; D006865:Hydrogenation; D010165:Palladium / Q000737:chemistry*; D013261:Sterols / Q000737:chemistry*
chemical_list: D013261:Sterols; C075167:1-hydroxydehydroepiandrosterone; D003687:Dehydroepiandrosterone; D010165:Palladium; D002244:Carbon