Oxidative transformations of guaia-1(10)-en-12,8-olides into xanthanolides.

J Nat Prod

Instituto de Quimica, Universidad Nacional Autonoma de Mexico, Circuito Exterior, Ciudad Universitaria Coyoacan 04510, Mexico D. F., Mexico, and Departamento de Ciencias Quimicas FES-C, Universidad Nacional Autonoma de Mexico.

Published: June 1999

Dihydropsuedoivalin (1) was isolated from Stevia tomentosa, which, when treated with base, afforded epidihydropseudoivalin (2). The stereochemistry of 1 and 2 was established by crystallographic X-ray studies of the two derivatives of epidihydropseudoivalin. Treatment of 1 and 2 with Jones's reagent afforded the xanthanolides 3 and 4, respectively.

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http://dx.doi.org/10.1021/np980571tDOI Listing

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