title: Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis.
abstract: [reaction: see text]. We have completed the total synthesis of natural (+)-tubelactomicin A (1), a 16-membered macrolide antibiotic. This Letter presents a highly efficient synthesis of the upper-half segment (C14-C24) and the completion of the total synthesis featuring a high-yielding Stille coupling for the connection of the upper-half and lower-half segments and Mukaiyama macrolactonization for the construction of the entire structure of 1.
authors.affiliation: Department of Applied Chemistry, Keio University, Hiyoshi, Kohoku-ku, Yokohama 223-8522, Japan.
authors.forename: Toru
authors.initials: T
authors.lastname: Motozaki
authors.forename: Kiyoto
authors.initials: K
authors.lastname: Sawamura
authors.forename: Akari
authors.initials: A
authors.lastname: Suzuki
authors.forename: Keigo
authors.initials: K
authors.lastname: Yoshida
authors.forename: Tatsuo
authors.initials: T
authors.lastname: Ueki
authors.forename: Aiko
authors.initials: A
authors.lastname: Ohara
authors.forename: Ryosuke
authors.initials: R
authors.lastname: Munakata
authors.forename: Ken-Ichi
authors.initials: K
authors.lastname: Takao
authors.forename: Kin-Ichi
authors.initials: K
authors.lastname: Tadano
mesh_terms: D039903:Actinobacteria / Q000737:chemistry; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007773:Lactates / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry; D018942:Macrolides / Q000138:chemical synthesis* / Q000737:chemistry; D008293:Malates / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D000900:Anti-Bacterial Agents; D007773:Lactates; D007783:Lactones; D018942:Macrolides; D008293:Malates; C418197:tubelactomicin A