131784-69-5Relevant articles and documents
Catalytic Asymmetric Diels-Alder Reaction of Quinone Imine Ketals: A Site-Divergent Approach
Hashimoto, Takuya,Nakatsu, Hiroki,Maruoka, Keiji
, p. 4617 - 4621 (2015)
The catalytic asymmetric Diels-Alder reaction of quinone imine ketals with diene carbamates catalyzed by axially chiral dicarboxylic acids is reported herein. A variety of primary and secondary alkyl-substituted quinone derivatives which have not been applied in previous asymmetric quinone Diels-Alder reactions could be employed using this method. More importantly, we succeeded in developing a strategy to divert the reaction site in unsymmetrical 3-alkyl quinone imine ketals from the inherently favored unsubstituted C=C bond to the disfavored alkyl-substituted C=C bond.