318955-64-5Relevant academic research and scientific papers
Heterobimetallic Catalysis in Asymmetric 1,4-Addition of O-Alkylhydroxylamine to Enones
Yamagiwa, Noriyuki,Matsunaga, Shigeki,Shibasaki, Masakatsu
, p. 16178 - 16179 (2003)
A heterobimetallic YLi3tris(binaphthoxide) catalyst (YLB) promoted a 1,4-addition of O-methylhydroxylamine in high enantiomeric excess (up to 97% ee). Catalyst loading was reduced to as little as 0.5 mol %, still affording the 1,4-adduct in 96%
Mechanistic studies of a reaction promoted by the [YLi 3{tris(binaphthoxide)}] complex: Are three 1,1′-bi-2-naphthol units in a rare-earth-alkali-metal heterobimetallic complex necessary?
Yamagiwa, Noriyuki,Matsunaga, Shigeki,Shibasaki, Masakatsu
, p. 4493 - 4497 (2004)
The power of three: Mechanistic studies based on the kinetic profiles of the catalytic asymmetric 1,4-addition of an amine to chalcone revealed that all three binol ligands of the [YLi3{tris(binaphthoxide)}] complex 1 are involved in the active
Air- and water-tolerant rare earth guanidinium BINOLate complexes as practical precatalysts in multifunctional asymmetric catalysis
Robinson, Jerome R.,Fan, Xinyuan,Yadav, Jagjit,Carroll, Patrick J.,Wooten, Alfred J.,Pericàs, Miquel A.,Schelter, Eric J.,Walsh, Patrick J.
supporting information, p. 8034 - 8041 (2014/06/23)
Shibasaki's REMB catalysts (REMB; RE = Sc, Y, La-Lu; M = Li, Na, K; B = 1,1′-bi-2-naphtholate; RE/M/B = 1/3/3) are among the most enantioselective asymmetric catalysts across a broad range of mechanistically diverse reactions. However, their widespread us
PRECATALYST FOR SHIBASAKI'S RARE EARTH METAL BINOLATE CATALYSTS
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Page/Page column 16-18;, (2015/01/07)
Disclosed herein are schemes for the synthesis of novel hydrogen-bonded rare earth- BINOLate precatalyst complexes, the precatalysts, per se, and their application for the generation of anhydrous REMB catalysts by cation-exchange from metal halides.
Lewis acid-Lewis acid heterobimetallic cooperative catalysis: Mechanistic studies and application in enantioselective Aza-Michael reaction
Yamagiwa, Noriyuki,Qin, Hongbo,Matsunaga, Shigeki,Shibasaki, Masakatsu
, p. 13419 - 13427 (2007/10/03)
The full details of a catalytic asymmetric aza-Michael reaction of methoxylamine promoted by rare earth-alkali metal heterobimetallic complexes are described, demonstrating the effectiveness of Lewis acid-Lewis acid cooperative catalysis. First, enones we
Chiral rare earth metal complex-catalyzed conjugate addition of O-alkylhydroxylamines. An efficient synthetic entry into optically active 2-acyl aziridines
Jin, Xiu Lan,Sugihara, Hiroyasu,Daikai, Kazuhiro,Tateishi, Hiroki,Jin, Yong Zhi,Furuno, Hiroshi,Inanaga, Junji
, p. 8321 - 8329 (2007/10/03)
The conjugate addition of O-alkylhydroxylamines to α,β-unsaturated ketones is effectively catalyzed by chiral rare earth metal complexes to afford the corresponding β-amino ketones with high enantioselectivities (up to 99% ee) in almost quantitative yields, which are, upon treatment with a base catalyst, quantitatively converted into the 2-acyl aziridines without losing their enantiopurities. The protocol is highly practical thus providing an easy access to enantiopure 2-acyl aziridines and their derivatives in good quantities.
Catalytic conversion of conjugated enones into optically active α-keto aziridines using chiral rare earth metal complexes
Sugihara, Hiroyasu,Daikai, Kazuhiro,Jin, Xiu Lan,Furuno, Hiroshi,Inanaga, Junji
, p. 2735 - 2739 (2007/10/03)
Optically active N-unsubstituted α-keto aziridines 2 were synthesized from conjugated enones 1 via the Sc[(R)-BNP]3-catalyzed enantioselective Michael addition of O-methylhydroxylamine followed by the La(O-i-Pr)3-catalyzed ring closu
