27772-64-1Relevant academic research and scientific papers
P(RNCH2CH2)3N-catalyzed diastereoselective synthesis of oxazolines
Kisanga, Philip,Ilankumaran, Palanichamy,Verkade, John G
, p. 6263 - 6266 (2007/10/03)
We report herein that the strong nonionic bases P(RNCH2CH2)3N(R = Me, 1a; i-Pr, 1b) catalyze the diastereoselective synthesis of thirteen oxazolines in the presence of 5-30% of these catalysts. The formation of the oxazolines proceeds under very mild conditions in good to excellent yields with high diastereoselectivity (>95:5) for the trans isomer.
Chiral Cooperativity: The Nature of the Diastereoselective and Enantioselective Step in the Gold(I)-Catalyzed Aldol Reaction Utilizing Chiral Ferrocenylamine Ligands
Togni, Antonio,Pastor, Stephen D.
, p. 1649 - 1664 (2007/10/02)
Mechanistic aspects of the gold(I)-catalyzed aldol reaction of aldehydes with α-isocyanoacetate esters in the presence of a chiral ferrocenylamine ligand possessing both planar and central chirality were investigated.The synthesis of (S)-N-2-(N,N-dimethy
Enantioselective synthesis: catalysis of the aldol reaction by neutral gold(I)-chiral ferrocenylphosphine complexes. Crystal structure of the complex 5-C5H4PPh2)(η5-C5H3(PPh2)CH(Me)N(Me)CH2CH2NMe2)Fe>2(AuCl)3>*Et2O
Togni, Antonio,Pastor, Stephen D.,Rihs, Grety
, p. C21 - C25 (2007/10/02)
The chiral aminoferrocenylphosphine 5-C5H4PPh2)(η5-C5H3(PPh2)CH(CH3)-N(CH3)CH2CH2N(CH3)2)Fe> (1) reacts with (H3C)2SAuCl to give neutral gold(I) complexes that are active catalysts for the enantioselective coupling of isocyanoacetate esters with aldehydes, forming dihydrooxazoles.The structure of the trimeric complex *Et2O has been determined by X-ray diffraction.
Enantioselective Synthesis: Steric and Electronic Effects of the Substrates upon Stereoselectivity in the Gold(I)-Catalyzed Aldol Reaction with Chiral Ferrocenylamine Ligands
Togni, Antonio,Pastor, Stephen D.
, p. 1038 - 1042 (2007/10/02)
Enantioselectivity in the gold(I)-catalyzed aldol reaction with chiral ferrocenylamine ligands is strongly dependent upon both the steric and electronic effects of the substrates.In the reaction of pyridine-2-, 3-, and 4-carbaldehydes with ethyl 2-isocyan
ZnCl2 AND CuCl PROMOTED ALDOL REACTIONS OF ISOCYANOACETATE WITH α,β-UNSATURATED CARBONYL COMPOUNDS
Ito, Yoshihiko,Matsuura, Takaharu,Saegusa, Takeo
, p. 5781 - 5784 (2007/10/02)
Reaction of ethyl isocyanoacetate with α,β-unsaturated carbonyl compounds was promoted by a stoichiometric amount of ZnCl2 or a catalytic amount of CuCl/Et3N (1:1) to give 5-alkenyl-4-carboethoxyoxazolines (3) in moderate yields.The oxazolines (3) were co
