- Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins.
Organocatalytic asymmetric Friedel-Crafts alkylation/cascade reactions of naphthols and nitroolefins.
Chemical communications (Cambridge, England) (2007-05-31)
Tian-Yu Liu, Hai-Lei Cui, Qian Chai, Jun Long, Bang-Jing Li, Yong Wu, Li-Sheng Ding, Ying-Chun Chen
PMID17534499
ABSTRACT
The asymmetric Michael-type Friedel-Crafts reaction of naphthols and nitroolefins promoted by bifunctional thiourea-tertiary amine organocatalysts (up to 95% ee) was investigated; on simply extending the reaction time further cascade reactions could occur to generate enantiopure dimeric tricyclic 1,2-dihydronaphtho[2,1-b]furanyl-2-hydroxylamine derivatives.