1116686-65-7Relevant academic research and scientific papers
Asymmetric conjugate addition of malonate to α,β-unsaturated ketones in water using a perfluoroalkanesulfonamide organocatalyst
Kamito, Yuji,Masuda, Akira,Yuasa, Hiroki,Tada, Norihiro,Itoh, Akichika,Nakashima, Kosuke,Hirashima, Shin-Ichi,Koseki, Yuji,Miura, Tsuyoshi
, p. 974 - 979 (2014/08/18)
Perfluoroalkanesulfonamide organocatalyst 7 efficiently promotes asymmetric Michael additions of malonates to enones in cyclohexane or water to produce the corresponding addition products with excellent yields and with up to 99% ee.
Asymmetric conjugate addition of malonates to enones using Perfluorobutanesulfonamide organocatalyst
Kamito, Yuji,Masuda, Akira,Yuasa, Hiroki,Tada, Norihiro,Itoh, Akichika,Koseki, Yuji,Miura, Tsuyoshi
, p. 1151 - 1153 (2013/10/22)
Perfluorobutanesulfonamide organocatalyst 4 efficiently promotes asymmetric conjugate additions of malonates to α,β-unsaturated ketones to afford the corresponding adducts with excellent enantioselectivities (up to 99% ee).
Simple chiral sulfonamide primary amine catalysed highly enantioselective Michael addition of malonates to enones
Luo, Chunhua,Jin, Yu,Du, Da-Ming
experimental part, p. 4116 - 4123 (2012/06/15)
A chiral sulfonamide primary amine-organocatalysed, highly enantioselective Michael addition of malonates to enones has been developed. This reaction afforded the corresponding products in excellent yields (up to 99%) and excellent enantioselectivity (up
Organocatalyzed highly enantioselective michael additions of malonates to enones by using novel primary-secondary diamine catalysts
Yang, Ying-Quan,Zhao, Gang
supporting information; experimental part, p. 10888 - 10891 (2009/10/02)
A novel primary-secondary diamine catalyst readily available from primary amino acids in three steps for the highly enantioselective Michael additions of malonates to α,β-unsaturated ketones was reported. The Michael reaction of dimethyl malonate with benzylideneacetone was selected as a model reaction for catalyst evaluation. The length of the alkyl chain is found to influence the catalytic abilities of the catalysts and the n-propylated catalyst gave the highest yield and ee value. The addition of a series of malonates to enone performed under the optimized conditions is found to be sensitive to the steric hinderance on the malonates. Heterocyclic furan enone is found to perform well to give the desired product in 92% yield and 99% ee, while no decrease in yield and ee value is observed for sterically hindered enone.
