0000000000398138
AUTHOR
Francisco Cernicharo-toledo
Enantioselective Friedel-Crafts reaction of hydroxyarenes with nitroenynes to access chiral heterocycles via sequential catalysis
Naphthols, hydroxyindoles and an activated phenol are reacted with differently substituted (E)-nitrobut-1-en-3-ynes using the commercially available Rawal's chiral squaramide. The corresponding β-nitroalkynes were obtained with good yields and excellent enantioselectivities. Moreover, dihydronaphthofurans can be accessed via silver catalysed cyclization in a tandem one-pot procedure, with high preservation of the optical purity.
Nitroenynes as Electrophiles in Organocatalysis and their Application in the Synthesis of Chiral Heterocycles
Nitroenynes are an interesting electrophile in asymmetric organocatalysis, due to the versatility of the functional groups present in its structure. This review covers the organocatalytic examples using this electrophile and its application for the synthesis of chiral heterocycles.