Bridged-ring steroids. III. The synthesis of bridged steroids with a bicyclo[2.2.1]heptane ring B system
نویسندگان
چکیده
منابع مشابه
6,19-carbon-bridged steroids. Synthesis of 6,19-methanoprogesterone.
6,19-Methanoprogesterone (4) was synthesized in nine steps from the readily available 3 beta,20 beta-diacetyloxy-5 alpha-bromo-6,19-oxidopregnane (5) in 14% overall yield. The additional carbon atom was introduced by reaction of a C-19 aldehyde with Ph3PCHOCH3 under salt free conditions and subsequent hydrolysis to give the homologous aldehyde. Intramolecular addition of the newly incorporated ...
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The relationship between angular strain and (re)activity of bicyclic 2-azetidinones is still an open question of major concern in the field of penicillin antibiotics. Our study deals with original 13-membered-ring 1,3-bridged 2-azetidinones related to the carbapenem family, and featuring a "planar amide" instead of the "twisted amide" typical of penam derivatives. The bicycles 11 and 12 were ob...
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ژورنال
عنوان ژورنال: Canadian Journal of Chemistry
سال: 1985
ISSN: 0008-4042,1480-3291
DOI: 10.1139/v85-414