42723-26-2Relevant academic research and scientific papers
Direct Formation of the Steroid Nucleus by a Biomimetic Cyclization
Johnson, William S.,McCarry, Brian E.,Markezich, R. L.,Boots, Sharon G.
, p. 352 - 359 (1980)
The aim of this study was to synthesize the trienynol 3 and to study its cyclization.The substrate was synthesized by a convergent route, the key step being the stereoselective Wittig-Schlosser condensation of the known aldehyde 19 with the phosphorane 18
Alkinyl terminating groups in biogenetic-like cyclizations to steroids
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, (2008/06/13)
Polyenine compounds are provided having the naturally occurring geometry and a group which in the presence of acid initiates a carbocation cyclization to a steroid or A-nor-steroid structure, particularly the pregnane parent structure. The compounds are formed for the most part by condensation of two units prepared from readily available small molecules and are joined to form a polyenine, usully having a substituted carbocyclic ring which upon contact with a Lewis acid catalyst (includes protonic) cyclizes directly to provide the 5-membered D ring as well as substitution at the C-20 position.
