106565-21-3Relevant academic research and scientific papers
Enantioselective borohydride reduction catalyzed by optically active cobalt complexes
Yamada, Tohru,Nagata, Takushi,Sugi, Kiyoaki D.,Yorozu, Kiyotaka,Ikeno, Taketo,Ohtsuka, Yuhki,Miyazaki, Daichi,Mukaiyama, Teruaki
, p. 4485 - 4509 (2007/10/03)
The highly enantioselective borohydride reduction of aromatic ketones or imines to the corresponding alcohols was developed in the presence of a catalytic amount of an optically active cobalt(II) complex catalyst. This enantioselective reduction is carried out using a precisely premodified borohydride with alcohols such as tetrahydrofurfuryl alcohol, ethanol and methanol. High optical yields are obtained by choosing the appropriate alcohol as modifiers and a suitable β-ketoiminato ligand of the catalyst. The enantioselective borohydride reduction has been successfully applied to the preparation of optically active 1,3-diols, the stereoselective reduction of diacylferrocenes, and dynamic and/or kinetic resolution of 1,3-dicarbonyl compounds.
Reductive desymmetrization of 2-alkyl-1,3-diketones catalyzed by optically active β-ketoiminato cobalt complexes
Ohtsuka, Yuhki,Koyasu, Kiichirou,Ikeno, Taketo,Yamada, Tohru
, p. 2543 - 2546 (2007/10/03)
(Equation presented) The reductive desymmetrization of acyclic 1,3-diketones was achieved for the first time by catalytic borohydride reduction in the presence of optically active β-ketoiminato cobalt(II) complex catalysts. In this reaction, various 2-sub
The role of the α-stereogenic center in the control of stereoselection in the reduction of α-alkyl-β-hydroxy ketones: A highly diastereoselective protocol for the synthesis of 1,2-syn-2-alkyl-1,3-diols
Bartoli, Giuseppe,Bellucci, Maria C.,Bosco, Marcella,Dalpozzo, Renato,Marcantoni, Enrico,Sambri, Letizia
, p. 2590 - 2598 (2007/10/03)
Accurate investigations on the role played by an α-stereogenic center in controlling the reduction of various classes of β-hydroxy ketones allowed us to set up a general and highly diastereoselective protocol for the synthesis of 2-alkyl-1,3-diols with 1,
Tandem aldol-reduction reaction of dimethylsilyl enolates: A new method for stereoselective preparation of 1,3-diols
Miura, Katsukiyo,Nakagawa, Takahiro,Suda, Shuntaro,Hosomi, Akira
, p. 150 - 151 (2007/10/03)
In the presence of a catalytic amount of TBAF (Bu4NF), dimethylsilyl enolates derived from acyclic ketones reacted with aldehydes to give syn,syn-1,3-diols 7a and 8a with moderate to high diastereoselectivity. The stereochemical outcome can be attributed to a syn-selective aldol reaction and the subsequent 1,2-syn-selective intramolecular reduction.
Chelation- and Nonchelation-Controlled Reductions of β-Dicarbonyl Compounds to 1,3-Diols with Three Chiral Centers
Barluenga, Jose,Resa, Julio G.,Olano, Bernardo,Fustero, Santos
, p. 1425 - 1428 (2007/10/02)
1,3-Diols 5 with three chiral centers are easily obtained, as a diastereoisomer mixture, by reduction of β-dicarbonyl compounds 4 with lithium aluminum hydrides.The diastereoisomer ratio depends largely on the solvent and the nature of the reducing agent.
