title: Toward synthesis of carbasugars (+)-gabosine C, (+)-COTC, (+)-pericosine B, and (+)-pericosine C.
abstract: Asymmetric total synthesis of (+)-gabosine C, (+)-pericosine B, and (+)-pericosine C has been reported from readily available d-(-)-isoascorbic acid and d-ribose involving Grubbs ring closing metathesis, Morita-Baylis-Hillman (MBH) reaction, and Luche reduction.
authors.affiliation: Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India. Electronic address: chantibabuiict@gmail.com.
authors.forename: D Chanti
authors.initials: DC
authors.lastname: Babu
authors.affiliation: Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: Ch Bhujanga
authors.initials: ChB
authors.lastname: Rao
authors.affiliation: Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: K
authors.initials: K
authors.lastname: Venkatesham
authors.affiliation: Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: J Jon Paul
authors.initials: JJ
authors.lastname: Selvam
authors.affiliation: Division of Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: Y
authors.initials: Y
authors.lastname: Venkateswarlu
mesh_terms: D001205:Ascorbic Acid / Q000737:chemistry; D054329:Carbasugars / Q000138:chemical synthesis*; D002384:Catalysis; D003511:Cyclohexanols / Q000138:chemical synthesis*; D003512:Cyclohexanones / Q000138:chemical synthesis*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012266:Ribose / Q000737:chemistry; D012765:Shikimic Acid / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D013237:Stereoisomerism
chemical_list: D054329:Carbasugars; D003511:Cyclohexanols; D003512:Cyclohexanones; C496389:pericosine B; C544052:pericosine C; D012765:Shikimic Acid; C005056:isoascorbic acid; C006021:KD 16U1; D012266:Ribose; D001205:Ascorbic Acid
keywords: Carbasugars; Luche reduction d-(−)-isoascorbic acid and d-ribose; Morita–Baylis–Hillman (MBH) reaction; Periconia byssoides; Streptomyces