Asymmetric synthesis of (r)- and (s)-arylethanolamines from...

Details Asymmetric synthesis of (r)- and (s)-arylethanolamines from... Asymmetric synthesis of (r)- and (s)-arylethanolamines from...

C - Chemistry, Metallurgy

07

C

C07C 215/60 (2006.01) C07C 213/00 (2006.01) C07C 303/40 (2006.01) C07C 311/08 (2006.01)

Patent

CA 2188027

A method for the enantioselective reduction of an .alpha.-iminoketone to an .alpha.-aminoalcohol is disclosed. The method utilizes a borane reducing agent as the reducing agent and a chiral 1,3,2-oxazaborole as the catalyst. The method is applied to the synthesis of R-albuterol from methyl 5-acetylsalicylate in high yield and high optical purity.

Procédé de réduction énantiosélective d'une .alpha.-iminocétone en un .alpha.-aminoalcool. Ce procédé utilise un agent réducteur de borane et un 1,3,2-oxazaborole chiral en tant que catalyseur. Ce procédé s'applique à la synthèse de R-albutérol depuis 5-acétylsalicylate de méthyle et permet d'obtenir des rendements et une pureté optique élevés.

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