109299-98-1Relevant academic research and scientific papers
Synthesis of P-chirogenic diphosphine oxides and their use in catalytic asymmetric Diels-Alder reaction
Matsukawa,Sugama,Imamoto
, p. 6461 - 6465 (2000)
New P-chirogenic phosphine oxides, (R,R)-1,2-bis(alkylmethylphosphinyl)ethanes (alkyl = 1-adamantyl, tert-butyl) and (S,S)-1, 1-bis(tert-butylmethylphosphinyl)methane have been synthesized from PCl3 via four steps. Their iron(III) complexes are
(Phosphino-oxazoline)copper(II) complexes as chiral catalysts for enantioselective Diels-Alder reactions
Sagasser, Ingo,Helmchen, Guenter
, p. 261 - 264 (1998)
(Phosphino-oxazoline)copper(II) complexes with bulky aryl groups at phosphorus were found to be excellent catalysts for Diels-Alder additions of 3-acryloyl-1,3-oxazolidin-2-one. Diels-Alder reactions with a range of substrates were investigated. Enantioselectivities of up to 97% ee were achieved.
Asymmetric Diels-Alder reactions catalyzed by chiral Ni(II)-binaphthyldiimine complexes
Suga, Hiroyuki,Kakehi, Akikazu,Mitsuda, Masashi
, p. 900 - 901 (2002)
Ni(II)-N,N′-Bis(2-quinolylmethylene)-1,1′-binaphthyl- 2,2′-diamine complex was found to be an efficient chiral Lewis acid catalyst for asymmetric Diels-Alder reactions (endo: up to 94% ee) between cyclopentadiene (1) and 3-alkenoyl-2-oxazolidinones (2). I
Scandium(III) triflate/isopropyl-pybox complex as an efficient catalyst for asymmetric Diels-Alder reaction
Fukuzawa, Shin-Ichi,Matsuzawa, Hiroshi,Metoki, Ken
, p. 709 - 711 (2001)
The chiral scandium (III) triflate/i-Pr-pybox complex efficiently catalyzes the asymmetric Diels-Alder reaction of 1,3-dienes with acyl-1,3-oxazolidin-2-ones (1a-c) afford the corresponding adducts in good yields with up to 90% ee. The reaction can be car
Conformationally constrained bis(oxazoline) derived chiral catalyst: A highly effective enantioselective Diels-Alder reaction
Ghosh, Arun K.,Mathivanan, Packiarajan,Cappiello, John
, p. 3815 - 3818 (1996)
The reaction of cyclopentadiene with various bidentate dienophiles in the presence of 4-10 mol% of copper(II)-bis(oxazoline) complexes afforded excellent endo/exo selectivity as well as endo enantioselectivity (95-99% ee) and isolated yields. On the other
Asymmetric Diels-Alder Reaction of α,β-Unsaturated Oxazolidin-2-one Derivatives Catalyzed by a Chiral Fe(III)-Bipyridine Diol Complex
Li, Mao,Carreras, Virginie,Jalba, Angela,Ollevier, Thierry
, p. 995 - 998 (2018)
An asymmetric FeIII-bipyridine diol catalyzed Diels-Alder reaction of α,β-unsaturated oxazolidin-2-ones has been developed. Among various FeII/FeIII salts, Fe(ClO4)3·6H2O was selected as th
Asymmetric Diels-Alder and ene reactions promoted by a Ti(IV) complex bearing a C2-symmetric tridentate ligand
Manickam,Sundararajan
, p. 2913 - 2925 (1999)
A new Ti(IV) complex obtained from the C2-symmetric amino diol (1R,5R)-3-aza-3-benzyl-1,5-diphenyl pentan-1,5-diol,(1R,5R)-1, is used effectively as a Lewis acid promoter in asymmetric Diels-Alder reactions. Using various Evans' oxazolidinones
Highly enantioselective palladium-catalyzed asymmetric Diels-Alder reactions with chiral phosphino-oxazoline ligands
Hiroi, Kunio,Watanabe, Kazuhiro
, p. 1841 - 1843 (2002)
A highly efficient catalytic asymmetric Diels-Alder reaction has been developed by using palladium catalysts with chiral 1,3-oxazoline ligands. Almost complete enantioselectivity was realized in reactions mediated by the palladium catalyst formed from (Pd
Chiral 2,2′-Binaphthyldiimine-Nickel(II) Complexes as Lewis Acid Catalysts for Enantioselective Diels-Alder Reactions
Suga, Hiroyuki,Kakehi, Akikazu,Mitsuda, Masashi
, p. 561 - 568 (2004)
The preparation and application of a novel class of chiral Lewis acid catalysts based on chiral 2,2′-binaphthyldiimine ligands are described. Among the binaphthyldiimine-metal complexes tested, N,N′ -bis(2-quinolylmethylene)-1,1′-binaphthyl-2,2′-diamine-Ni(II) complex was found to be an efficient chiral Lewis acid catalyst for asymmetric Diels-Alder reactions (endo: up to 96% ee) between cyclopentadiene and 3-alkenoyl-2-oxazolidinones. This catalyst is easy to prepare and is efficient; that is, 1 mol% of the Ni(II) catalyst promoted a Diels-Alder reaction between cyclopentadiene and 3-acryloyl-2-oxazolidinone smoothly with high enantioselectivity (endo: 90% ee).
On the Mechanism of Ti-TADDOLate-Catalyzed Asymmetric Diels-Alder Reactions
Gothelf, Kurt V.,Joergensen, Karl Anker
, p. 6847 - 6851 (1995)
The mechanism of the diastereo- and enentioselective Diels-Alder reaction of cyclopentadiene with N-acyloxazolidinones catalyzed by titanium α,α,α',α'-tetraaryl-1,3-dioxolane-4,5-dimethanolate (Ti-TADDOLate) complexes has been studied.On the basis of a se
