- NEW SYNTHESIS OF TWO OPTICALLY ACTIVE STEROID CD RING SYNTHONS BY MICROBIAL ASYMMETRIC REDUCTION
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Two optically active steroid CD ring synthons 4 and 19 were synthesized from 11 obtained by the microbial asymmetric reduction of a pro-chiral trione 10 which could be efficiently prepared by the reaction of a new annelating reagent 9 with 2-ethyl-cyclope
- Dai, Wei-Min,Zhou, Wei-Shan
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p. 4475 - 4482
(2007/10/02)
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- Total Synthesis of Dinordrin and Analogues
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A total synthesis of optically active dinordrin (3c) is detailed, following a flexible and stereoselective route.A number of unexpected and potentially useful by-products have been identified.The preparation of the novel A-nor-steroid analogues (19), (20)
- Nassim, Bahman,Schlemper, Elmer O.,Crabbe, Pierre
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p. 2337 - 2347
(2007/10/02)
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- Process for the preparation of 13β-alkyl-4-gonene-3,17-diones
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Novel process for the preparation of 13β-alkyl-4-gonene-3,17-diones of the formula STR1 wherein R1 is methyl or ethyl, consists of REACTING A 7Aβ-ALKYL,5,6,7,7A-TETRAHYDROINDANE-1,5-DIONE WITH FORMALDEHYDE AND AN ARYLSULFINIC ACID OR AN ADDUCT OF FORMALDEHYDE AND ARYLSULFINIC ACID TO PRODUCE A TETRAHYDROINDANE DERIVATIVE; Hydrogenating the tetrahydroindane derivative with hydrogen in the presence of a palladium-, platinum-, or rhodium-containing hydrogenation catalyst to produce a perhydroindane derivative; Condensing the perhydroindane derivative in the presence of a proton-accepting agent with a 7,7-alkylenedioxy-3-oxooctanoic acid ester; Treating the product obtained with a strong aqueous base and then heating the product in an inert solvent to produce a 4,5-secosteroid; Hydrogenating the 4,5-secosteroid in the presence of a palladium-, platinum-, rhodium-, or nickel-containing hydrogenation catalyst; and Hydrolyzing and cyclizing the hydrogenated 4,5-secosteroid by treatment with a strong acid.
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