title: Total Synthesis of (-)-Neocosmosin A via Intramolecular Diels-Alder Reaction of 2-Pyrone.
abstract: A new synthetic route to (-)-neocosmosin A was devised by elaboration of intramolecular Diels-Alder (IMDA) cycloaddition of 2-pyrone containing a bromopropiolate group as the dienophile. The IMDA reaction was accompanied by cycloreversion of carbon dioxide to give benzannulated macrolide with two bromide groups at C14 and C16. Installation of the pinacolboryl groups and oxidations allowed completion of the total synthesis of (-)-neocosmosin A.
authors.affiliation: Center for New Directions in Organic Synthesis, Department of Chemistry, Hanyang University , 222 Wangshimni-ro, Seongdong-gu, Seoul 04763, Korea.
authors.forename: Joon-Ho
authors.initials: JH
authors.lastname: Lee
authors.affiliation: Center for New Directions in Organic Synthesis, Department of Chemistry, Hanyang University , 222 Wangshimni-ro, Seongdong-gu, Seoul 04763, Korea.
authors.forename: Cheon-Gyu
authors.initials: CG
authors.lastname: Cho