𝔖 Bobbio Scriptorium
✦   LIBER   ✦

Highly stereoselective synthesis of methynolide, the aglycone of the 12-membered ring macrolide methymycin, from D-glucose

✍ Scribed by Yuji Oikawa; Tatsuyoshi Tanaka; Osamu Yonemitsu


Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
281 KB
Volume
27
Category
Article
ISSN
0040-4039

No coin nor oath required. For personal study only.

✦ Synopsis


A highly stereoselective and efficient synthesis of methynolide, the aglycone of 12membered macrolide methymycin, was achieved from of Cl-C8 and C9-Cl3 segments synthesized from D-glucose by employing some stereoselective reactions and benzyl-type protecting groups.


πŸ“œ SIMILAR VOLUMES


Synthesis of 16-membered ring macrolide
✍ K.C. Nicolaou; M.R. Pavia; S.P. Seitz πŸ“‚ Article πŸ“… 1979 πŸ› Elsevier Science 🌐 French βš– 227 KB

D-Glucose was converted to a backbone chain containing the appropriate functionalities an correc7 stereochemistry for the construction of the Cl-C9 fragment of the 16-membered ring macrolide antibiotics carknycin A and B and leuccqzin A3. Ieucctnycin AS and carkmycins A and B (magnamycins A and B) s

Total synthesis of tylonolide, the aglyc
✍ Tatsuyoshi Tanaka; Yuji Oikawa; Tatsuo Hamada; Osamu Yonemitsu πŸ“‚ Article πŸ“… 1986 πŸ› Elsevier Science 🌐 French βš– 286 KB

Segments i (Cll-C17) and ii (Cl-ClO), synthesized from D-glucose by employing some stereoselective reactions and benzyl-type protecting groups, were esterified and cyclized to the 16-membered enone, which was readily converted to tylonolide, the aglycone of tylosin. Tylosin is a typical 16-membered