PREPARATIVE SCALE SYNTHESIS OF FUNCTIONALIZED BIOXAZOLE

Авторы

  • Mihail Kazak Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga
  • Anna Vasilevska Latvian Institute of Organic Synthesis, Aizkraukles 21, LV-1006, Riga
  • Edgars Suna Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga LV-1006, Latvia

DOI:

https://doi.org/10.1007/5535

Ключевые слова:

bioxazole, diazonamide A, regioselective lithiation, transmetalation.

Аннотация

Seven-step preparative scale synthesis of chiral, enantiomerically pure 2'-aminomethyl-2,4'-bioxazole has been accomplished from L-tert-Leu.
The 2,4'-bioxazole subunit can be functionalized at position C-5' by a regioselective lithiation, followed by the reaction with a suitable electrophile. The C-5'-lithium intermediate can be also transmetalated into organozinc species and used in Pd-catalyzed Negishi cross coupling.

Загрузки

Опубликован

2020-04-01

Выпуск

Том 56 № 3 (2020)

Раздел

Оригинальные статьи