Synlett 2014; 25(4): 501-504
DOI: 10.1055/s-0033-1340348
letter
© Georg Thieme Verlag Stuttgart · New York

A Convergent and Stereoselective Total Synthesis of Phomolides G and H

B. V. Subba Reddy*
a   Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India   Fax: +91(40)27160512   Email: basireddy@iict.res.in
,
P. Sivaramakrishna Reddy
a   Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India   Fax: +91(40)27160512   Email: basireddy@iict.res.in
,
B. Phaneendra Reddy
a   Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India   Fax: +91(40)27160512   Email: basireddy@iict.res.in
b   Department of Chemistry, Yogi Vemana University, Kadapa 516003, Andhra Pradesh, India
,
J. S. Yadav
a   Natural Products Chemistry, CSIR-Indian Institute of Chemical Technology, Hyderabad 500007, India   Fax: +91(40)27160512   Email: basireddy@iict.res.in
› Author Affiliations
Further Information

Publication History

Received: 20 September 2013

Accepted after revision: 13 November 2013

Publication Date:
10 January 2014 (online)


Abstract

A stereoselective total synthesis of phomolides G and H, a polyketide natural products is described. The synthesis involves organocatalytic enantioselective asymmetric epoxidation, C1-Wittig olefination, and ring-closing metathesis as key steps. The use of organocatalytic MacMillan asymmetric epoxidation for the construction of two chiral centers of phomolides G and H makes this approach more attractive.

Supporting Information