855256-87-0Relevant academic research and scientific papers
Asymmetric total synthesis of 5′-epi-paecilomycin-F
Jana, Nandan,Nanda, Samik
, p. 802 - 808 (2012/09/07)
The asymmetric total synthesis of one of the stereoisomers of the naturally occurring 14-membered ring macrolide paecilomycin-F (5′-epi) has been reported in this article. The main highlight of the synthetic strategy involves the successful application of
A concise total synthesis of (S)-zearalenone and zeranol
Yadav,Murthy, P. Vishnu
experimental part, p. 2117 - 2124 (2011/08/05)
A convergent total synthesis of the naturally occurring, 14-membered macrolides (S)-zearalenone and zeranol has been achieved through application of the Diels-Alder reaction, Jacobsen kinetic resolution, Mitsunobu coupling, ring-closing metathesis, and hy
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.
Concise strategy to the core structure of the macrolide queenslandon
Khartulyari, Anton S.,Kapur, Manmohan,Maier, Martin E.
, p. 5833 - 5836 (2007/10/03)
(Diagram presented) The fully functionalized core structure of the macrolactone queenslandon was prepared using a novel strategy consisting of a glycolate aldol reaction and hydroboration of the derived enol ether 17 followed by Suzuki cross-coupling with an iodostyrene. After conversion of the cross-coupling product to the seco acid 22, Mitsunobu macrolactonization and protecting group manipulations led to the queenslandon model 5.
Stereoselective synthesis of (+)-diplodialides-B, C and a formal synthesis of (+)-diplodialide-A by ring-closing metathesis approach
Sharma,Reddy, K. Laxmi
, p. 3197 - 3202 (2007/10/03)
Stereoselective synthesis of diplodialides-B and C and the formal synthesis of diplodialide-A are reported. A combination of Jacobsen's hydrolytic kinetic resolution and Sharpless epoxidation is used for the creation of two stereogenic centers, while a ring-closing metathesis strategy was used for the construction of the lactone ring.
Total synthesis of (+)-tubelactomicin A. 2. Synthesis of the upper-half segment and completion of the total synthesis
Motozaki, Toru,Sawamura, Kiyoto,Suzuki, Akari,Yoshida, Keigo,Ueki, Tatsuo,Ohara, Aiko,Munakata, Ryosuke,Takao, Ken-Ichi,Tadano, Kin-Ichi
, p. 2265 - 2267 (2007/10/03)
(Chemical Equation Presented) 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 to
