Synthesis 2014; 46(21): 2945-2950
DOI: 10.1055/s-0034-1378565
paper
© Georg Thieme Verlag Stuttgart · New York

Stereoselective Total Synthesis of epi-Phomopsolide B

Narender Reddy Emmadi
a   Division of Crop Protection Chemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India
,
Chiranjeevi Bingi
a   Division of Crop Protection Chemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India
,
Chityal Ganesh Kumar
b   Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India
,
Poornachandra Yedla
b   Medicinal Chemistry and Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India
,
Krishnaiah Atmakur*
a   Division of Crop Protection Chemicals, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India
c   AcSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India   Fax: +91(40)27193382   eMail: srikrishnua@yahoo.com
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Publikationsverlauf

Received: 08. Mai 2014

Accepted after revision: 07. Juli 2014

Publikationsdatum:
12. August 2014 (online)


Abstract

The stereoselective total synthesis of epi-phomopsolide B, a polyhydroxy lactone natural product, has been accomplished. Starting from the commercially available diethyl l-tartrate, the synthesis­ involved an asymmetric Evans aldol approach and Still–Gennari olefination. Further, the resulting epi-phomopsolide B was screened for cytotoxicity and antimicrobial properties, and the outcome is presented.

Supporting Information