1. Total synthesis of (-)-coriolin
- Author
-
Mizuno, Hajime, Domon, Kei, Masuya, Keiichi, Tanino, Keiji, and Kuwajima, Isao
- Subjects
Esters -- Research ,Ring formation (Chemistry) -- Research ,Epoxy compounds -- Research ,Organic compounds -- Synthesis ,Biological sciences ,Chemistry - Abstract
Research was conducted to examine an efficient synthetic approach for (-)-coriolin based on a (3+2) cycloaddition reaction of a 1-(methylthio)-2-siloxyallyl cationic species and vinylsulfides. Through the optical resolution of a five-membered allyl ester using a lipase, an enantiomerically pure C-ring unit was prepared. Other novel methods for the introduction of the oxygen functional groups to the triquinane skeleton were also developed for the later stages of the total synthesis.
- Published
- 1999