Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Journal of the American Chemical Society called Homogeneous asymmetric hydrogenation of functionalized ketones, Author is Kitamura, Masato; Ohkuma, Takeshi; Inoue, Shinichi; Sayo, Noboru; Kumobayashi, Hidenori; Akutagawa, Susumu; Ohta, Tetsuo; Takaya, Hidemasa; Noyori, Ryoji, which mentions a compound: 53636-17-2, SMILESS is C[C@H](O)CN(C)C, Molecular C5H13NO, Electric Literature of C5H13NO.
Under the influence of the (R)- or (S)-BINAP-based Ru(II) complexes [BINAP = 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl], a wide range of functionalized ketones are hydrogenated in a highly enantioselective and predictable manner. The hydrogenation proceeds smoothly in alc. media at room temperature with initial hydrogen pressure of 40-100 atm. The substrate to catalyst mole ratio ranges from 230 to 2200. Ru complexes of the type RuX2(binap) (X = Cl, Br), Ru2Cl4(binap)2NEt3, or Ru(OAc)2(binap) are employable as catalysts, depending on the substrates. Various functionalities including dialkylamino, hydroxyl, alkoxyl, siloxyl, keto, alkoxycarbonyl, alkylthiocarbonyl, dialkylaminocarbonyl, carboxyl, etc., can act as the efficient directive group. Neighboring halogen atoms also strongly affect the stereochem. outcome. Certain α- and β-diketones are hydrogenated to give isomeric diols by double stereodifferentiation; relative importance of efficacy of the catalyst/carbonyl chirality transfer and structural effect of the initially formed chiral hydroxy ketone intermediate is highly dependent on the ketonic substrates.
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Reference:
Piperazine – Wikipedia,
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