86661-22-5Relevant academic research and scientific papers
Solvent free, fast and asymmetric Michael additions of ketones to nitroolefins using chiral pyrrolidine–pyridone conjugate bases as organocatalysts
Mahato, Chandan K.,Kundu, Mrinalkanti,Pramanik, Animesh
, p. 511 - 515 (2017/04/28)
New chiral organocatalysts are envisaged based on a pyrrolidine–pyridone conjugate and synthesized from commercially available proline employing standard protocols. These catalysts were found to be useful for asymmetric Michael additions of ketones to nitroolefins to afford the desired products in very good yields (up to 98%) with excellent diastereo- and enantioselectivities (>97:3 syn/anti and up to 98% ee) in very short reaction time compared with the existing reports.
Enantioselectively organocatalytic Michael addition of ketones to alkylidene malonates
Cao, Chun-Li,Sun, Xiu-Li,Zhou, Jiao-Long,Tang, Yong
, p. 4073 - 4076 (2008/02/04)
(Chemical Equation Presented) An organocatalytic asymmetric Michael addition of ketones to alkylidene malonates has been developed. In the presence of 20 mol % of urea 1a or N′-(pyrrolidin-2-ylmethyl) trifluoromethanesulfonamide 1j, the reactions of keton
Catalytic direct asymmetric Michael reactions: Addition of unmodified ketone and aldehyde donors to alkylidene malonates and nitro olefins
Betancort, Juan M.,Sakthivel, Kandasamy,Thayumanavan, Rajeswari,Tanaka, Fujie,Barbas III, Carlos F.
, p. 1509 - 1521 (2007/10/03)
The Michael additions of a number of ketones and aldehydes to alkylidene malonates and nitro olefins were studied. The reactions employ small organic molecules as catalyst under mild reaction conditions and do not require preactivation of the carbonyl donors. These reactions afforded a variety of highly functionalized products in good yields with moderate to good enantioselectivity.
Catalytic enantioselective direct Michael additions of ketones to alkylidene malonates
Betancort, Juan M.,Sakthivel, Kandasamy,Thayumanavan, Rajeswari,Barbas III, Carlos F.
, p. 4441 - 4444 (2007/10/03)
Enantioselective direct Michael additions of ketones using (S)-1-(2-pyrrolidinylmethyl)-pyrrolidine as a catalyst are described. Michael adducts with up to 91% e.e. were obtained by the reaction of alkylidene malonates with simple unactivated ketones under mild reaction conditions.
Asymmetric Michael Additions. Stereoselective Alkylations of the (R)- and (S)-Enamine from Cyclohexanone and 2-(Methoxymethyl)pyrrolidine by Methyl α-(Methoxycarbonyl)cinnamates
Blarer, Stefan J.,Seebach, Dieter
, p. 2250 - 2260 (2007/10/02)
Alkylation of (2S)-1-(1-cyclohexen-1-yl)-2-(methoxymethyl)pyrrolidine ((S)-1, enamine from cyclohexanone and 2-(methoxymethyl)pyrrolidine) by the Knoevenagel condensation products 4 of aromatic aldehydes yields 35-76percent of Michael adducts (1 + 4 -> ->
