Dianhydrohexitols: new tools for organocatalysis. Application in enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes

Ling-Yan Chen (1, 2) , Stéphane Guillarme (1) , Christine Saluzzo (1)

1 IMMM - Institut des Molécules et Matériaux du Mans
2 CCEB - College of Chemistry, Chemical Engineering and Biotechnology, Donghua University

A series of hydrogen bonding organocatalysts was synthesized from dianhydrohexitol and was used for the first time in organocatalysis for Friedel-Crafts alkylation of indoles with nitroalkenes. Moderate yields and enantioselectivities were achieved.

Mots clés: Organocatalysis; biomass; asymmetric catalysis; isomannide; isoidide; thiourea

Domaines: Chimie organique

Ling-Yan Chen, Stéphane Guillarme, Christine Saluzzo. Dianhydrohexitols: new tools for organocatalysis. Application in enantioselective Friedel-Crafts alkylation of indoles with nitroalkenes. ARKIVOC - Online Journal of Organic Chemistry, 2013, pp.227-244. ⟨10.3998/ark.5550190.0014.318⟩. ⟨hal-00857151⟩