Total synthesis of polyrhacitides A and B by use of an iterative strategy for the stereoselective synthesis of 1,3-polyol arrays.
The first total syntheses of polyrhacitides A and B, secondary metabolites from Chinese medicinal ants, were accomplished via an iterative approach to the 1,3-polyol motif. For the construction of all stereogenic centers, the catalytic asymmetric Overman esterification was utilized.
Menz
Helge
H
Department Chemie and Catalysis Research Center, Technische Universitat Munchen, Lichtenbergstr. 4, 85747 Garching, Germany.
Kirsch
Stefan F
SF
D000818:Animals; D001000:Ants / Q000737:chemistry; D019086:Bridged Bicyclo Compounds, Heterocyclic / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D004951:Esterification; D006801:Humans; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011108:Polymers / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D019086:Bridged Bicyclo Compounds, Heterocyclic; D007783:Lactones; D011108:Polymers; C024617:polyol; C529416:polyrhacitide A; C529417:polyrhacitide B