Total Synthesis of (-)-Pyrenophorol

Jhillu S. Yadav; Ganapuram Madhusudhan Reddy; Tenneti Srinivasa Rao; Basi V. Subba Reddy; Ahmad Al Khazim Al Ghamdi

doi:10.1055/s-0031-1289703

PAPER

Total Synthesis of (-)-Pyrenophorol

Jhillu S. Yadav*^a, Ganapuram Madhusudhan Reddy^a,b, Tenneti Srinivasa Rao^a, Basi V. Subba Reddy^a, Ahmad Al Khazim Al Ghamdi^c
^a Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 607, India
Fax: +91(40)27160512; e-Mail: yadavpub@iict.res.in;
^b University of Hyderabad, Hyderabad 500046, India
^c Engineer Abdullah Baqshan for Bee Research, King Saudi University, Saudi Arabia

Abstract

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Abstract

An efficient synthetic route has been developed for the synthesis of (-)-pyrenophorol employing Sharpless asymmetric epoxidation, olefin cross-metathesis, and intermolecular Mitsunobu cyclization.

Key words

macrodiolide - stereoselectivity - natural products - Sharpless asymmetric epoxidation - cross-metathesis

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