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J Org Chem ; 68(12): 4970-2, 2003 Jun 13.
Article in English | MEDLINE | ID: mdl-12790613

ABSTRACT

The synthesis of louisianin C (3), a member of a small family of 3,4,5-trisubstituted pyridyl natural products, is achieved in six steps and 11% overall yield starting from commercially available 3,5-dibromopyridine. The key step is a fluoride-induced desilylation-cyclization to afford carbinol 12.


Subject(s)
Alkaloids/chemical synthesis , Allyl Compounds/chemical synthesis , Pyridines/chemical synthesis , Alkaloids/analysis , Allyl Compounds/analysis , Catalysis , Cyclization , Fluorides/chemistry , Molecular Structure , Pyridines/analysis , Silanes/chemistry , Streptomyces/chemistry
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