Total synthesis of (+/-)-cameroonanol |
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| Authors: | Davis C E Duffy B C Coates R M |
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| Institution: | Department of Chemistry, University of Illinois, Urbana 61801, USA. |
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| Abstract: | reaction: see text]The structure and relative stereochemistry of the novel silphiperfolane-type sesquiterpene cameroonan-7alpha-ol (1) were confirmed by a total synthesis of (+/-)-1 from 3,3,5-trimethylbicyclo3.3.0]oct-1(8)-en-2-one (6) by means of a Sakurai reaction with (Z)-crotylsilane, free radical hydrobromination, base-induced cyclization, and LiAlH4 reduction. |
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