Literature DB >> 10990436

Total synthesis of (+/-)-cameroonanol.

C E Davis1, B C Duffy, R M Coates.   

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-trimethylbicyclo[3.3.0]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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Year:  2000        PMID: 10990436     DOI: 10.1021/ol0063149

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  1 in total

1.  Aliphatic C-H to C-C conversion: synthesis of (-)-cameroonan-7α-ol.

Authors:  Douglass F Taber; Christopher G Nelson
Journal:  J Org Chem       Date:  2011-02-23       Impact factor: 4.354

  1 in total

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