An Efficient and Stereocontrolled Syntheses of (±)-Methyl Epijasmonate and (±)-Cucurbic Acid

descriptionPublicationkeyboard_double_arrow_right Article 01 Oct 1990 English Publisher:Oxford University Press (OUP)Journal:Chemistry Letters, volume 19, pages 1,797-1,800 (issn: 0366-7022, eissn: 1348-0715,

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Authors: Hideharu Seto; Hirosuke Yoshioka;

doi: 10.1246/cl.1990.1797

An Efficient and Stereocontrolled Syntheses of (±)-Methyl Epijasmonate and (±)-Cucurbic Acid

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Abstract

Abstract The total synthesis of epijasmonoids, (±)-methyl epijasmonate and (±)-cucurbic acid, starting from norbornene was described, where a key intermediate, 5β-hydroxy-2β-methoxycarbonylmethylcyclopentane 1β-acetic acid γ-lactone was efficiently prepared via a highly regioselective Baeyer–Villiger oxidation of 7-syn-substituted norbornanone based on remote substituent control.

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RIKEN
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13 Research products, page 1 of 2

Isolation and characterization of methyl epijasmonate from lemon (Citrus limon Burm.)
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