141377-56-2Relevant articles and documents
Water-assisted organocatalysis: An enantioselective green protocol for the henry reaction
Thorat, Prashant B.,Goswami, Santosh V.,Jadhav, Wamanrao N.,Bhusare, Sudhakar R.
, p. 661 - 666 (2013)
We report an enantioselective Henry (nitroaldol) reaction catalysed by an organocatalyst using water as solvent. The enantioselective synthesis of β-nitroalcohols was achieved by using a neutral chiral organocatalyst, through strong hydrogen bonding, whic
Enantioselective hydroxylation of nitroalkenes: An organocatalytic approach
Diner, Peter,Nielsen, Martin,Bertelsen, Soren,Niess, Barbara,Jorgensen, Karl Anker
, p. 3646 - 3648 (2007)
An easy hydroxylation of aliphatic nitroalkenes in high yields and enantioselectivities is catalysed by bifunctional thiourea-cinchona alkaloids giving access to optically active nitroalcohols and aminoalcohols as final products. The Royal Society of Chem
Enantioselective nitroaldol (Henry) reaction using copper(II) complexes of (-)-sparteine
Maheswaran,Prasanth, K. Leon,Krishna, G. Gopi,Ravikumar,Sridhar,Kantam, M. Lakshmi
, p. 4066 - 4068 (2006)
The dichloro[(-)-sparteine-N,N′]copper(ii) complex provides Henry adducts with high enantioselectivities (73-97% ee) in Henry reaction between nitromethane and various aldehydes. The Royal Society of Chemistry 2006.
Solvent-dependent strong asymmetric amplification in the catalytic enantioselective Henry reaction using the trans-N,N′-bis-biphenyl-4-ylmethyl-cyclohexane-1,2-diamine-CuCl2 complex
Tanaka, Koichi,Iwashita, Tomoharu,Yoshida, Erika,Ishikawa, Tomomi,Otuka, Shinya,Urbanczyk-Lipkowska, Zofia,Takahashi, Hiroki
, p. 7907 - 7910 (2015)
A strong asymmetric amplification was observed in the enantioselective Henry reaction catalyzed by the (R,R)-trans-N,N′-bis-biphenyl-4-ylmethyl-cyclohexane-1,2-diamine·CuCl2 complex in AcOEt, while no amplification occurred in MeOH.
Catalytic Asymmetric Nitroaldol Reactions. A New Practical Method for the Preparation of the Optically Active Lanthanum Complex
Sasai, Hiroaki,Suzuki, Takeyuki,Itoh, Noriie,Shibasaki, Masakatsu
, p. 851 - 854 (1993)
The optically active La complex, which catalyzes asymmetric nitroaldol reactions, was found to be readily prepared from LaCl3*7H2O.The presence of water, LiCl or LiBr and an alkali metal hydroxide was essential for the formation of the effective lanthanum
Recoverable PEG-supported copper catalyst for highly stereocontrolled nitroaldol condensation
Bandini, Marco,Benaglia, Maurizio,Sinisi, Riccardo,Tommasi, Simona,Umani-Ronchi, Achille
, p. 2151 - 2153 (2007)
A new polyethylene glycol)-modified DAT2-Cu(OAc)2 complex smoothly catalyzes a base-free nitroaldol condensation in a highly enantioselective manner (ee up to 93%) also in reagent-grade solvent and in the presence of air. Effective recovery and
Synthesis of tunable diamine ligands with spiro indane-2,2′- pyrrolidine backbone and their applications in enantioselective henry reaction
Cwiek, Rafal,Niedziejko, Piotr,Kaluzia, Zbigniew
, p. 1222 - 1234 (2014)
Novel diamine ligands with spiro indane-2,2′-pyrrolidine scaffold were synthesized starting from Seebach's oxazolidinone 6 and were subsequently employed in asymmetric Henry reaction. Following the initial experimental findings, further synthesis resulted
Enhanced Activity and Enantioselectivity of Henry Reaction by the Postsynthetic Reduction Modification for a Chiral Cu(salen)-Based Metal-Organic Framework
Fan, Yamei,Ren, Yanwei,Li, Jiawei,Yue, Chenglong,Jiang, Huanfeng
, p. 11986 - 11994 (2018)
Metal-organic frameworks (MOFs) imbedded privileged molecular catalysts are of particular interest due to their higher catalytic activities derived from the MOFs pore/channel confinement effect, improved lifetime through eliminating intermolecular deactiv
Synthesis of chiral salan ligands with bulky substituents and their application in Cu-catalyzed asymmetric Henry reaction
He, Jianghao,Mu, Ying,Wang, Zhou
, (2020/10/09)
Several new chiral N,N’-dimethylated salan ligands with bulky substituents were synthesized and their in-situ generated Cu(II) complexes were evaluated in the asymmetric Henry reaction. Substituents on the aryloxide moieties of these ligands were found to
α-Nitro-α,β-Unsaturated Ketones: An Electrophilic Acyl Transfer Reagent in Catalytic Asymmetric Friedel-Crafts and Michael Reactions
Parida, Chandrakanta,Maity, Rajendra,Chandra Sahoo, Subas,Chandra Pan, Subhas
supporting information, p. 6700 - 6704 (2019/09/07)
Herein, we introduce α-nitro-α,β-unsaturated ketones as efficient electrophilic acyl transfer reagents, and they were employed in Friedel-Crafts as well as in Michael reactions. The desired acyl transfer products of these reactions were obtained in high yields with high to excellent enantioselectivities with t-leucine-derived squaramide catalyst under mild reaction conditions. Few applications including a synthesis of the isoxazoline motif have been demonstrated.
