Short, Enantioselective Synthesis of Mevalonic Acid

26 April 2024, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A new enantioselective synthesis of mevalonic acid that is short, flexible, scalable to gram amounts, and uses readily available starting materials is reported. Enantioselective homoallylic epoxidation of isoprenol followed by enantiomeric enrichment gave the key epoxide intermediate. Further reactions led to either racemic mevalonic acid in 74% yield over two steps or the individual (R)- or (S)-enantiomer on a gram scale in 51% overall yield and ≥99% ee over five linear steps.

Keywords

enantioselective synthesis
natural products

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