Issue 16, 1998

A concise stereoselective synthesis of the C-aromatic taxane skeleton: an application of novel sequential transacetalation oxonium ene cyclization

Abstract

A three-step sequence for the construction of the C-aromatic taxane nucleus from easily available A-ring unit 2 and C-aromatic unit 3 is reported; SnCl4 promoted reaction of 4, presumably via the diastereoselective oxonium ene cyclisation reaction of 6a formed in situ, delivers cyclic ether 5a which on treatment with BunLi provides C-aromatic taxane skeleton 8.

Article information

Article type
Paper

Chem. Commun., 1998, 1773-1774

A concise stereoselective synthesis of the C-aromatic taxane skeleton: an application of novel sequential transacetalation oxonium ene cyclization

H. R. Sonawane and G. H. Jana, Chem. Commun., 1998, 1773 DOI: 10.1039/A804084B

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