142075-07-8Relevant articles and documents
Electrochemical Functional-Group-Tolerant Shono-type Oxidation of Cyclic Carbamates Enabled by Aminoxyl Mediators
Wang, Fei,Rafiee, Mohammad,Stahl, Shannon S.
supporting information, p. 6686 - 6690 (2018/05/07)
An electrochemical method has been developed for α-oxygenations of cyclic carbamates by using a bicyclic aminoxyl as a mediator and water as the nucleophile. The mediated electrochemical process enables substrate oxygenation to proceed at a potential that is approximately 1 V lower than the redox potential of the carbamate substrate. This feature allows for functional-group compatibility that is inaccessible with conventional Shono oxidations, which proceed by direct electrochemical substrate oxidation. This reaction also represents the first α-functionalization of non-activated cyclic carbamates with oxoammonium oxidants.
Catalytic asymmetric arylation of N-substituted 2-pyrrolines with aryl triflates
Ozawa, Fumiyuki,Hayashi, Tamio
, p. 267 - 277 (2007/10/02)
Catalytic asymmetric arylation of 1-(alkoxycarbonyl)-2-pyrrolines (4) with aryl triflates (1) in benzene in the presence of a base and a palladium catalyst, prepared in situ by mixing Pd(OAc)2 and (R)-BINAP, gives optically active (R)-1-(alkoxycarbonyl)5-aryl-2-pyrrolines (5) of up to 83percent ee. together with the regioisomers 1-(alkoxycarbonyl)-5-aryl-3-pyrrolines (6).