Enantiocomplementary access to carba-analogs of C-nucleoside derivatives by recombinant Baeyer-Villiger monooxygenases

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS

卷:23

Article

Bianchi, Dario A.^2,3  Moran-Ramallal, Roberto¹  Iqbal, Naseem¹  Rudroff, Florian¹  Mihovilovic, Marko D.¹ 

[1] Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria

[2] Univ Nacl Rosario, Inst Quim Rosario IQUIR, CONICET UNR, RA-2000 Rosario, Santa Fe, Argentina

[3] Univ Nacl Rosario, Fac Ciencias Bioquim Farmaceut, RA-2000 Rosario, Santa Fe, Argentina

关键词: Baeyer-Villiger monooxygenase;    C-Nucleoside;    Carba-showdomycin;    Carba-C-nucleoside;   

DOI  :  10.1016/j.bmcl.2013.02.085

来源: Elsevier

【 摘 要 】

A novel and stereoselective synthetic route towards carba-C-nucleosides was investigated applying an enantiodivergent biooxidation strategy by two different Baeyer-Villiger monooxygenases. Within only three chemo-enzymatic steps it was possible to introduce four chiral centers starting from commercially available non-chiral starting material. (C) 2013 Elsevier Ltd. All rights reserved.

【 授权许可】

Free