Synthesis 2016; 48(23): 4213-4220
DOI: 10.1055/s-0035-1562778
paper
© Georg Thieme Verlag Stuttgart · New York

Total Synthesis of the Proposed Structures of the Novel Antimalarial Pyranone Cryptorigidifoliol E

Gembali Manikanta
D-211, Discovery Laboratory, Organic and Biomolecular Chemistry Division, CSIR–Indian Institute of Chemical Technology, Hyderabad-500007, India   Email: prkgenius@iict.res.in
,
Tumula Nagaraju
D-211, Discovery Laboratory, Organic and Biomolecular Chemistry Division, CSIR–Indian Institute of Chemical Technology, Hyderabad-500007, India   Email: prkgenius@iict.res.in
,
Palakodety Radha Krishna*
D-211, Discovery Laboratory, Organic and Biomolecular Chemistry Division, CSIR–Indian Institute of Chemical Technology, Hyderabad-500007, India   Email: prkgenius@iict.res.in
› Author Affiliations
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Publication History

Received: 14 June 2016

Accepted after revision: 16 June 2016

Publication Date:
02 August 2016 (online)


Abstract

The total syntheses of the proposed structures of the antimalarial lactone cryptorigidifoliol E are described. The synthetic sequence notably features a Bartlett–Smith halocyclization to give a chiral epoxide, followed by its regioselective ring-opening reaction, Still–Gennari­ olefination, Corey–Bakshi–Shibata (CBS) ynone reduction, and olefin cross-metathesis.

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