SYNTHESIS OF (-)-4,8-BETA-DIMETHYL TESTOLACTONE FROM (+) 0-15-METHYL ISOAGATHATE

The stereoselective synthesis of (-) 4,8-beta-dimethyl testolactone 18 from (+) O-15-methyl isoagathate 7 is described. The construction of ring D by stereoselective electrophilic cyclization and the appropriate funcionalization of the A-ring were carried out in a nine-step process with a good overa...

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Bibliographic Details
Published inTetrahedron Vol. 47; no. 25; pp. 4375 - 4382
Main Authors MATEOS, AF, BARRUECO, OF, TERESA, JD, GONZALEZ, RR
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier 17.06.1991
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
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Summary:The stereoselective synthesis of (-) 4,8-beta-dimethyl testolactone 18 from (+) O-15-methyl isoagathate 7 is described. The construction of ring D by stereoselective electrophilic cyclization and the appropriate funcionalization of the A-ring were carried out in a nine-step process with a good overall yield.
ISSN:0040-4020
DOI:10.1016/S0040-4020(01)87107-6