title: Enantioselective total synthesis of phomallenic acid C.
abstract: The newly isolated bacterial FAS II inhibitor phomallenic acid C (3) was synthesized for the first time as a 16:1 mixture of the (R)- and (S)-isomer with the diyne-allene motif constructed using a coupling under Negishi conditions. By comparison with the synthetic sample, the natural phomallenic acid C was estimated to be a 3.8:1 mixture of (R)-/(S)-isomers. This synthesis describes a new synthetic entry to optically active allene diynes.
authors.affiliation: State Key Laboratory of Bioorganic And Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Road, Shanghai 200032, China.
authors.forename: Ya-Jun
authors.initials: YJ
authors.lastname: Jian
authors.forename: Chao-Jun
authors.initials: CJ
authors.lastname: Tang
authors.forename: Yikang
authors.initials: Y
authors.lastname: Wu
mesh_terms: D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; C509901:phomallenic acid C