164931-80-0Relevant academic research and scientific papers
Enantioselective Michael addition of malonic esters to benzalacetophenone by using chiral phase transfer catalysts derived from proline-mandelic acid/tartaric acid
Mahajan, Deepak P,Godbole, Himanshu M,Singh, Girij P,Shenoy, Gautham G
, (2019/07/31)
Abstract: Herein, we have explored the enantioselective Michael addition of various malonate esters to benzalacetophenone by successful utilization of chiral phase transfer catalysts derived from proline, mandelic acid and tartaric acid under mild phase t
Asymmetric Michael addition of malonates to unsaturated ketones catalyzed by rare earth metal complexes bearing phenoxy functionalized chiral diphenylprolinolate ligands
Qian, Qinqin,Zhu, Wenguo,Lu, Chengrong,Zhao, Bei,Yao, Yingming
supporting information, p. 911 - 917 (2016/09/13)
A simple, efficient catalytic asymmetric Michael addition of malonates to unsaturated ketones has been successfully developed. This process was promoted by rare earth metal complexes 1–4 bearing a chiral phenoxy functionalized prolinol ligand at room temperature [L1RE(L1H) (H2L1?=?(S)-2,4-di-tert-butyl-6-((2-(hydroxydiphenylmethyl)pyrrolidin-1-yl)methyl)phenol, RE?=?Yb 1, Y 2, Sc 3 and L2Sc(L2H) 4 (H2L2?=?(S)-2,4-di-dimethylbenzyl-6-((2-(hydroxydiphenylmethyl)-pyrrolidin-1-yl)methyl)phenol)]. Complex 3 was the best catalyst in the transformation and the products were obtained in up to 99% yield and with 90% ee. In addition, the molecular structures of the catalysts were well characterized, including X-ray determination of complex 3.
Enantioselective Michael Addition of Malonates to Chalcone Derivatives Catalyzed by Dipeptide-derived Multifunctional Phosphonium Salts
Cao, Dongdong,Fang, Guosheng,Zhang, Jiaxing,Wang, Hongyu,Zheng, Changwu,Zhao, Gang
, p. 9973 - 9982 (2016/11/02)
Highly enantioselective Michael addition of malonates to enones catalyzed by dipeptide-derived multifunctional phosphonium salts has been developed. The newly established catalytic system was characterized with its wide substrate scope featured with aliphatic aldehyde-derived enones and substituted malonates. The gram scale-up synthesis of adducts can also be successfully achieved under optimal conditions with both excellent yield and enantioselectivity.
Asymmetric CONJUGATE ADDITION of MALONATE ESTERS to α,β- UNSATURATED N-sulfonyl imines: An expeditious route to chiral δ-aminoesters and piperidones
Espinosa, Miguel,Blay, Gonzalo,Cardona, Luz,Pedro, José R.
supporting information, p. 14861 - 14866 (2013/11/06)
The asymmetric conjugate addition of malonate esters to α,β-unsaturated N-sulfonyl imines is catalyzed by PyBOX/La(OTf) 3 complexes in the presence of 4A? MS. The reaction gives the corresponding E enamines bearing a stereogenic center at the allylic position with good yields and enantiomeric ratios up to 97:3. This reaction provides a synthetic entry to chiral δ-aminoesters and piperidones. Copyright
CATALYST AND REACTION PROCESS
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Page/Page column 4-5; 13-14, (2011/04/14)
Disclosed is a technology for enabling an efficient asymmetric Michael addition reaction which does not require a large amount of a malonic ester, while having a short reaction time. Specifically disclosed is a catalyst which is composed of MX2 /sup
Organocatalytic enantioselective Michael additions of malonates to 2-cyclopentenone
Mase, Nobuyuki,Fukasawa, Maho,Kitagawa, Norihiko,Shibagaki, Fumiya,Noshiro, Naoyasu,Takabe, Kunihiko
scheme or table, p. 2340 - 2344 (2010/11/04)
The Michael reaction of a dialkyl malonate with a cyclic enone using a chiral diamine-acid combination catalyst gave the desired Michael adduct in high yield with excellent enantiomeric excess in a protic solvent such as methanol and ethanol. The methanol
Strontium-catalyzed highly enantioselective Michael additions of malonates to enones
Agostinho, Magno,Kobayashi, Shu
, p. 2430 - 2431 (2008/09/19)
A novel catalyst system based on a chiral strontium complex which promotes the catalytic asymmetric Michael addition reactions of malonates to enones has been developed. The conjugate addition reactions proceeded smoothly in the presence of 5 mol % of the
Chiral bisphosphazides as dual basic enantioselective catalysts
Naka, Hiroshi,Kanase, Nobuhiko,Ueno, Masahiro,Kondo, Yoshinori
experimental part, p. 5267 - 5274 (2009/05/26)
Chiral bisphosphazides complexed with lithium salts efficiently catalyze the direct enantioselective 1,4-addition of dialkyl malonates to acyclic enones. Spectroscopic studies on the stoichiometry of the bisphosphazide and lithium salt have indicated the
Asymmetric Michael addition of malonates to enones catalyzed by nanocrystalline MgO
Kantam, M. Lakshmi,Ranganath, Kalluri V.S.,Mahendar, Koosam,Chakrapani, Lakkoju,Choudary
, p. 7646 - 7649 (2008/03/14)
Highly enantioselective Michael addition of malonates to cyclic and acyclic enones has been achieved by using nanocrystalline magnesium oxide at -20 °C.
Organocatalytic enantioselective conjugate additions to enones
Wang, Jian,Li, Hao,Zu, Liansuo,Jiang, Wei,Xie, Hexin,Duan, Wenhu,Wang, Wei
, p. 12652 - 12653 (2008/02/05)
Conjugate addition reactions of a wide range of nucleophilic enol species with enones, catalyzed by a cinchona alkaloid derived thiourea organocatalyst, have been developed with attending good yields and high enantioselectivities under a mild reaction con
