title: Concise enantioselective synthesis of cephalosporolide B, (4R)-4-OMe-cephalosporolide C, and (4S)-4-OMe-cephalosporolide C.
abstract: Ring around the rosie: The effective enantioselective synthesis of the antimalarial nonenolide title compounds was achieved in a convergent strategy. Oxy-Michael addition reaction was used to introduce the chiral methoxy group at C-4, and ring-closing metathesis (RCM) reaction (53 % yield) facilitated the key construction of the 10-membered ring.
authors: State Key Laboratory of Applied Organic Chemistry, Department of Chemistry, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, PR China.
authors: Bin
authors: B
authors: Ma
authors: Zhuliang
authors: Z
authors: Zhong
authors: Haitao
authors: H
authors: Hu
authors: Huilin
authors: H
authors: Li
authors: Changgui
authors: C
authors: Zhao
authors: Xingang
authors: X
authors: Xie
authors: Xuegong
authors: X
authors: She
mesh_terms: D002384:Catalysis; D032661:Cordyceps / Q000737:chemistry; D018360:Crystallography, X-Ray; D019281:Dimerization; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry*; D008968:Molecular Conformation; D013237:Stereoisomerism
chemical_list: C585638:(4S)-4-OMe-cephalosporolide C; D007783:Lactones; C585639:cephalosporolide B