- Total synthesis of antimalarial diterpenoid (+)-kalihinol A.
Total synthesis of antimalarial diterpenoid (+)-kalihinol A.
Chemical communications (Cambridge, England) (2011-12-06)
Hiroaki Miyaoka, Yasunori Abe, Nobuaki Sekiya, Hidemichi Mitome, Etsuko Kawashima
PMID22138854
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.
MATERIALS