A synthesis of (R)-(-)-mevalonolactone by the combination of enzymatic and chemical methods

Takeshi Sugai, Hideaki Kakeya, Hiromichi Ohta

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Abstract

(R)-(-)-Mevalonolactone was synthesized starting from a chiral tertiary α-benzyloxy ester, obtained by the lipase-catalyzed enantioselective hydrolysis of the corresponding racemate, in 7 steps and 21.5% overall yield. Intramolecular Friedel-Crafts reaction of an intermediate worked well as the key-step for the new carbon-carbon bond formation.

Original languageEnglish
Pages (from-to)3463-3468
Number of pages6
JournalTetrahedron
Volume46
Issue number10
DOIs
Publication statusPublished - 1990

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ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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