Issue 6, 2012

Total synthesis of antimalarial diterpenoid (+)-kalihinol A

Abstract

Total synthesis of antimalarial diterpenoid (+)-kalihinol A, isolated from marine sponge Acanthella sp., is achieved. This total synthesis involves regioselective alkylation of an epoxide, construction of a tetrahydropyran ring by iodo-etherification, construction of a cis-decalin ring by intramolecular Diels–Alder reaction, isomerization of cis-decalin to trans-decalin, and subsequent functionalization of the trans-decalin ring.

Graphical abstract: Total synthesis of antimalarial diterpenoid (+)-kalihinol A

Supplementary files

Article information

Article type
Communication
Submitted
18 Oct 2011
Accepted
21 Nov 2011
First published
21 Nov 2011

Chem. Commun., 2012,48, 901-903

Total synthesis of antimalarial diterpenoid (+)-kalihinol A

H. Miyaoka, Y. Abe, N. Sekiya, H. Mitome and E. Kawashima, Chem. Commun., 2012, 48, 901 DOI: 10.1039/C1CC16468F

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