Short, enantioselective total synthesis of chatancin.

ABSTRACT: An enantioselective total synthesis of the polycyclic diterpene (+)-chatancin, a potent PAF antagonist, is reported. Proceeding in seven steps from dihydrofarnesal, this synthetic route was designed to circumvent macrocyclization-based strategies to complex, cyclized cembranoids. The described synthesis requires only six chromatographic purifications, is high yielding, and avoids protecting-group manipulations. An X-ray crystal structure of this fragile marine natural product was obtained.

SUBMITTER: Zhao YM 

PROVIDER: S-EPMC4300267 | biostudies-literature | 2015 Jan

REPOSITORIES: biostudies-literature