Stereoselective synthesis of (–)-tetrahydropyrenophorol

Main Article Content

Vyasabhattar Ramanujan
Shaik Sadikha
Chebolu Naga Sesha Sai Pavan Kumar
https://orcid.org/0000-0003-4724-4937

Abstract

Tetrahydropyrenophorol, an interesting macrodiolide, was isolated from the plant Fagonia cretica. The total synthesis of (–)-1-tetrahydro­pyr­enophorol was achieved in an elegant and linear manner from readily an acces­sible racemic epoxide. The archetypal reactions include regioselective opening of the epoxide, Sharpless asymmetric dihydroxylation, and Mitsunobu cyclo­dimerization to construct the requisite 16-membered bis-lactone. The synthetic approach demonstrated here is very simple and could be used for the syntheses of related compounds in an economic and highly stereoselective way.

Article Details

How to Cite
[1]
V. Ramanujan, S. Sadikha, and C. N. S. S. P. Kumar, “Stereoselective synthesis of (–)-tetrahydropyrenophorol”, J. Serb. Chem. Soc., vol. 85, no. 9, pp. 1129-1136, Sep. 2020.
Section
Organic Chemistry

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