119072-58-1Relevant academic research and scientific papers
Chiral titanium complex-catalyzed carbonyl-ene reaction with glyoxylate: Remarkable positive nonlinear effect
Mikami, Koichi,Terada, Masahiro
, p. 5671 - 5680 (1992)
The enantioselective glyoxylate-ene reaction catalyzed by chiral titanium complex derived from partially resolved binaphthol (BINOL) is shown to exhibit a remarkable level of asymmetric amplification (positive nonlinear effect). Thus, the optical yield of
Remarkable Positive Nonlinear Effect in the Enantioselective Glyoxylate-Ene Reaction Catalysed by a Chiral Titanium Complex
Terada, Masahiro,Mikami, Koichi,Nakai, Takeshi
, p. 1623 - 1624 (1990)
The enantioselective glyoxylate-ene reaction catalysed by chiral titanium complex derived from partially resolved BINOL is found to exhibit a remarkable level of asymmetric amplification, wherein the optical yield of the product significantly exceeds the
Binaphthol-derived Titanium μ-Oxo Complex: a New Type of Asymmetric Catalyst for Carbonyl-ene Reaction with Glyoxylate
Terada, Masahiro,Mikami, Koichi
, p. 833 - 834 (1994)
The binaphthol (binol)-derived chiral titanium μ-oxo complex O is obtained accidentally upon toluene azeotropy from a solution of binol and (PriO)2TiCl2 after filtration of ms 4 Angstroem and shown to be an efficient asymmetric catalyst for the
Highly enantioselective carbonyl-ene reactions catalyzed by In(III)-PyBox complex
Zhao, Jun-Feng,Tsui, Hoi-Yan,Wu, Pei-Jia,Lu, Jun,Loh, Teck-Peng
supporting information; experimental part, p. 16492 - 16493 (2009/04/13)
A highly enantioselective carbonyl-ene reaction catalyzed by In(III)-pybox is described. Both 1,1-disubstituted alkenes and 1,1,2-trisubstituted alkenes proceeded smoothly to give the ene products in high yields up to 97% and with excellent diastereoselec
Glyoxylate-ene reaction catalyzed by Ln(OTf)3
Qian, Changtao,Huang, Taisheng
, p. 6721 - 6724 (2007/10/03)
Yb(OTf)3 can catalyze the glyoxylate-ene reaction effectively as a water-stable and reusable catalyst. Moreover, the selectivity of DA product or ene product can be adjusted by solvents in the reaction of glyoxylates with a diene (isoprene). In
Asymmetric Catalysis by a New Type of Chiral Binaphthol-Titanium Complex
Kitamoto, Dai,Imma, ironori,Nakai, Takeshi
, p. 1861 - 1864 (2007/10/02)
A new type of chiral 1,1'-bi-2-naphthol (BINOL)-derived titanium complex, prepared via complete hydrolysis of the complex formed in situ by mixing (i-PrO)4Ti and (R) -BINOL followed by azeotrope, serves as an efficient and moisture-tolerable enantioselect
Catalytic asymmetric glyoxylate-ene reaction: A practical access to α-hydroxy esters in high enantiomeric purities
Mikami, Koichi,Terada, Masahiro,Nakai, Takeshi
, p. 3949 - 3954 (2007/10/02)
An efficient asymmetric catalysis is developed for the glyoxylate-ene reaction to afford the α-hydroxy esters of biological and synthetic importance. The key to the success is the use of the chiral titanium complex prepared in situ from (i-PrO)2TiX2 (X = Cl or Br) and the (R)- or (S)-binaphthol in the presence of molecular sieves (MS 4A). The presence of the molecular sieves (zeolite) is clarified to facilitate the alkoxy-ligand exchange reaction. Thus, the use of MS is shown to be essential for the in situ preparation step of the chiral catalyst and not for the ene reaction step. The present catalytic process is applicable to various 1,1-disubstituted olefins by the judicious choice of the dichloro or dibromo catalyst.
