A Chiral Scandium Catalyst for Enantioselective Diels-Alder Reactions

• Published in: Journal of organic chemistry Vol. 59; no. 14; pp. 3758 - 3759
• Main Authors: Kobayashi, Shu, Araki, Mitsuharu, Hachiya, Iwao
• Format: Journal Article
• Language: English
• Published: WASHINGTON American Chemical Society 01.07.1994; Amer Chemical Soc
• Subjects: Catalysis; Catalysts: preparations and properties; Chemistry; Chemistry, Organic; Exact sciences and technology; General and physical chemistry; Physical Sciences; Science & Technology; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; REAGENT; SYSTEM; ALDOL; TRIFLUOROMETHANESULFONATE SC(OTF)3; LEWIS-ACID; COMPLEXES; Mixed catalyst; Five membered ring; Catalytic reaction; Enantioselectivity; Diels Alder addition; Chiral compound; Experimental study; Scandium Compounds; Tertiary amine; Transition metal Organic compounds; Enone; Catalyst; Oxygen nitrogen heterocycle

A chiral scandium catalyst, prepared from scandium trifluoromethanesulfonate (Sc(OTf)(3)), (R)-(+)1,1'-bi-2-naphthol, and a tertiary amine in dichloromethane, was quite effective in the enantioselective Diels-Alder reactions of acyl-1,3-oxazolidin-2-ones with dienes, and the corresponding Diels...