948995-46-8Relevant academic research and scientific papers
Total syntheses of natural tubelactomicins B, D, and E: Establishment of their stereochemistries
Sawamura, Kiyoto,Yoshida, Keigo,Suzuki, Akari,Motozaki, Toru,Kozawa, Ikuko,Hayamizu, Takashi,Munakata, Ryosuke,Takao, Ken-Ichi,Tadano, Kin-Ichi
, p. 6143 - 6148 (2008/02/10)
(Chemical Equation Presented) Total syntheses of the antimicrobial tricyclic 16-membered macrolides, (+)-tubelactomicin B, (+)-tubelactomicin D, and (+)-tubelactomicin E, have been accomplished for the first time with common synthetic approaches. These total syntheses established the relative and absolute configurations of the three tubelactomicins, for which planar structures had solely been reported. The total synthesis of (+)-tubelactomicin D included a newly developed stereoselective intramolecular Diels-Alder reaction for constructing the highly functionalized octahydronaphthalene substructures.
Formal synthesis of tubelactomicins via a transannular Diels-Alder approach
Anzo, Toshimi,Suzuki, Akari,Sawamura, Kiyoto,Motozaki, Toru,Hatta, Madoka,Takao, Ken-ichi,Tadano, Kin-ichi
, p. 8442 - 8448 (2008/03/13)
A formal synthesis of the antimicrobial tricyclic macrolides, tubelactomicins A and E, featured by a transannular Diels-Alder (TADA) approach, has been explored. The key issue for the transannular cyclization was the synthesis of a 24-membered macrolacton
