Recent progress in lanthanide-catalyzed organic reactions in protic media

Chinese Science Bulletin

Volumn 46, Issue 20, 2001, Pages 1673-1681

  Luo, Sanzhong ^a   Zhang, Baolian ^a   Xian, Ming ^b   Jañczuk, Adam ^b   Xie, Wenhua ^b   Cheng, Jinpei ^a   Wang, Peng George ^b  

^a NANKAI UNIVERSITY   (China)

^b WAYNE STATE UNIVERSITY   (United States)

Author keywords

Aqueous media; Green chemistry; Lanthanide triflate; Organic syntheses

Indexed keywords

LANTHANIDE;

AQUEOUS SOLUTION; CATALYSIS; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CYCLIZATION; ENERGY CONSUMPTION; ENVIRONMENTAL FACTOR; PHYSICAL CHEMISTRY; POLYMERIZATION; REACTION ANALYSIS; REVIEW; SYNTHESIS;

EID: 0035679642     PISSN: 10016538     EISSN: None     Source Type: Journal    
DOI: 10.1007/bf02900649     Document Type: Review

References (70)

1. Green chemistry
2. Green chemistry: An emerging frontier in organic synthesis
3. Green chemistry: An overview
4. Hydrophobic acceleration of Diels-Alder reaction
5. Water-promoted organic reactions: Aldol reaction of silyl enol ethers with carbonyl compounds under atmospheric pressure and neutral conditions
6. Homogeneous catalysis: Use of chiral titanocene complexes for asymmetric catalytic Diels-Alder reactions
7. Aqueous media offer promise and problem in organometallic catalysis
8. Cerium or ruthenium catalyzed oxidation of alcohols to carbonyl compounds by means of sodium bromate
9. Lanthanides-catalyzed organic synthesis in protic solvents
10. Lanthanide triflates as unique Lewis acid
11. Hydrophobic effects on simple organic reactions in water
12. 3): A novel reusable catalyst in the Diels-Alder reaction
13. Asymmetric Diels-Alder reactions catalyzed by chiral lanthanide(III) trifluoromethane sulfonates: Unique structure of the triflate and stereoselective synthesis of both enantiomers using a single source and a choice of achiral ligands
14. Aza-Diels-Alder reactions in aqueous solution: Cyclocondensation of dienes with simple iminium salts generated under Mannich conditions
15. Aza-Diels-Alder reactions in water: Cyclocondensation of C-acyl iminum ions with cyclopentadiene
16. Amino acid methyl esters as chiral auxiliaries in aza-Diels-Alder in aqueous solution
17. Aqueous aza-Diels-Alder reactions catalyzed by lanthanide(III) trifluoromethanesulfonates
18. Synthesis of aza-sugars via lanthanide-promoted aza-Diels-Alder reactions in aqueous solution
19. Mimics of complex carbohydrates recognized by receptors
20. Catalytic asymmetric aza-Diels-Alder reactions using a chiral lanthanide Lewis acid: Enantioselective synthesis of tetrahydroquinoline derivatives using a catalytic amount of a chiral source
21. New cross-Aldol reactions: Reactions of silyl enol ethers with carbonyl compounds activated by titanium tetrachloride
22. Aldol reaction of silyl enol ethers with aldehydes under neutral conditions
23. Water-promoted organic reaction: Aldol reaction under neutral conditions
24. 3 catalyzed hydroxylmethylation reaction of silyl enol ethers with commercial formaldehyde solution
25. Studies towards the total synthesis of taxoids: An efficient formal total synthesis of an A-seco taxane framework
26. Lanthanide triflates as water-tolerant Lewis acids: Activation of commercial formaldehyde solution and use in the Aldol reaction of silyl enol ethers with aldehydes in aqueous media
27. The Aldol reaction of silyl enol ethers with aldehydes in aqueous media
28. Aqueous Barbier-Grignard type reaction: Scope, mechanism, and application
29. Indium-mediated coupling of α(bromomethyl) acrylic acid with carbonyl compounds in aqueous media: Concise syntheses of (+)-3-Deoxy-D-glycero-D-galactononulosonic acid and N-acetylneuraminic acid
30. Aqueous-reactions with a Lewis acid and an organometallic reagent: The scandium trifluoromethane-sulfonate-catalyzed allylation reaction of carbonyl compounds with tetraallyltin
31. Scandium trifluoro-methanesulfonimide and scandium trifluoromethanesulfonate as extremely active acetalization catalysts
32. Efficient synthesis of acetals catalysed by rare earth chlorides
33. Lanthanoids in organic synthesis (5): Selective reduction of ketone in the presence of aldehydes
34. Model study with nicotinamide derivatives
35. Conversion of N-acyl-2,3-dihydro-4-pyridones to 4-chloro-1,2-dihyropyridines using the Vilsmeier reagent: Synthesis of (-)-Coniine and (±)-Lupinine
36. Synthesis and structure of new substituted 2-dicyanomethylene-1,2-dihydropyridnes
37. Synthese D imines cyciqies non-stabilisees pav reactions gaz-soline sous vide et thermdyse-eclaor (1,2)
38. Lanthanide promoted reactions of aldehydes and amine hydrochlorides in aqueous solution: Synthesis of 2,3-dihydropyridinium and pyridinium derivatives
39. Polyene cyclization
40. Enantiosellective biommetic cyclization of isoprenoids using acid-assisted chiral Bronsted acid: Abnormal Claisen rearrangemnet and successive cyclizations
41. Biommetic polyene cyclizations: Asymmetric induction during the acid-catalyzed cyclization of chiral imines
42. Electronphilic substitution in pyrroles (I): Reaction with 4-dimethyl amino benzaldehyde (Enrich's reagent) in acid solution
43. Lewis acid-catalyzed reactions in protic media: Lanthnoide-actalyzed reactions of indoles with aldehydes or ketones
44. Lewis acid induced electrophilic substitution of indoles (3)
45. Lanthanide triflates catalyzed reactions of imines with indole in protic media
46. Yetterbium(III) trifuoromethanesulfonate catalyzed electrophilic aromatic substitution with glyoxalate and lipase-mediated product resolution: A convenient route to optically active aromatic α-hydroxy ester
47. Preparation and catalytic activity of a new solid acid catalyst
48. Environmentally friendly catalysis using supported reagents: Evolution of a highly active form of immobilized aluminum chloride
49. Preparation, characterization and synthetic uses of lanthanide catalysts supported on ion exchange resins
50. Ytterbium(III) trifluoro-methanesulfonate catalyzed solid phase aza-Diels-Alder reaction and subsequent facile adduct release
51. New methodologies for the synthesis of compound libraries
52. A microencapsulated Lewis acid: A new type of polymer-supported Lewis acid catalyst of wide utility in organic synthesis
53. A polymer- supported scandium catalyst
54. Carbenoid transfer to imines: A new asymmetric catalytic synthesis of aziridines
55. Aziridine synthesis in protic media by using lanthanide triflates as catalyst
56. Radical reaction in natural product synthesis
57. Use of Lewis acids in free radical reactions
58. Lewis acid-mediated intermolecular β-selective radical additions to N-enoyloxazolidinones
59. Investigation of Mn(II)-based oxidative free radical cyclization reactions toward the synthesis of triptolide: The effects of lanthanide triflate and substituents on stereoselectivity
60. Novel applications of free-radical reactions in preparative organic chemistry
61. Novel water-soluble organosilane compounds as a radical reducing agent in aqueous media
62. Powerful solvent effect of water in radical reaction: Triethylborane-induced atom-transfer radical cyclization in water
63. Synthesis of optically active α-amino phosphinic acids by catalytic asymmetric hydrogenation in organic solvents and aqueous micellar media
64. Accelerated biphasic hydroformylation by vesicle formation of amphilic diphosphines
65. Organic synthesis inside particles in water: Lewis acid-surfactant-combined catalysts for organic reactions in water using colloidal dispersions as reaction media
66. One-pot synthesis of amino phosphonates from aldehydes using lanthanide triflate as a catalyst
67. Lanthanide triflate catalyzed Biginelli reaction, One-pot synthesis of dihydropyrimidinones under solvent-free conditions