1. A synthesis of (R)-mevalonolactone
- Author
-
Nicholas C. Ray, P. C. Raveendranath, and Thomas A. Spencer
- Subjects
chemistry.chemical_classification ,Ozonolysis ,Stereochemistry ,Organic Chemistry ,Enantioselective synthesis ,Epoxide ,Biochemistry ,chemistry.chemical_compound ,chemistry ,Drug Discovery ,Functional group ,Nerol ,Organic chemistry ,Lactone - Abstract
An enantioselective synthesis of (R)-mevalonolactone (1) has been accomplished starting from known epoxide 2, prepared with ⪢95% ee by asymmetric epoxidation of nerol. Functional group manipulation of 2 and ozonolysis afforded intermediate 8, which was converted to 11 via phenylselenoxide formation, followed by appropriate oxidations and deprotection, to afford 1.
- Published
- 1992
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