Efficient Microwave-Assisted One Shot Synthesis of Peptaibols Using Inexpensive Coupling Reagents

Khoubaib Ben Haj Salah (1) , Nicolas Inguimbert (1)

1 CRIOBE - Centre de recherches insulaires et observatoire de l'environnement

A diisopropylcarbodiimide/Oxyma (ethyl 2-cyano-2-(hydroxyimino)acetate) coupling cocktail was successfully incorporated into the automated microwave-assisted synthesis of two peptaibols and one analog, whose previously reported syntheses were complicated by steric hindrance. This method utilizes commercially available reagents and affords alamethicin F50/5 and bergofungin D in high yields and purities along with an appreciable reduction of synthesis time and cost when compared to previously reported methods.

Domaines: Chimie

Khoubaib Ben Haj Salah, Nicolas Inguimbert. Efficient Microwave-Assisted One Shot Synthesis of Peptaibols Using Inexpensive Coupling Reagents. Organic Letters, 2014, 16 (6), pp.1783-1785. ⟨10.1021/ol5003253⟩. ⟨hal-01140846⟩