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http://dx.doi.org/10.21289/KSIC.2021.24.2.175

Theoretical Study on the Selective Reduction of Chiral (2-amino-3-methyl-1,1-diphenylbutan-1-ol)-AlH Derivatives and Aromatic Ketone  

Lee, Chul-Jae (School of Chemical Industry, Yeungnam University College)
Kim, Jong-Mi (Department of Occupational Theraphy, Kyoungbuk Science College)
Publication Information
Journal of the Korean Society of Industry Convergence / v.24, no.2_2, 2021 , pp. 175-182 More about this Journal
Abstract
In this work, we investigate the properties of molecular structure and boundary orbital functions of the AMDBP-AlH and Acetophenone and Isobutyrophenone, which are forms of alkoxy-amine-aluminum derivatives. Furthermore, we investigate the effect on the selective reduction of the final products (R), (S)-phenylethanol and (R), (S)-isophenylbutanol by calculating the stereoscopic and thermodynamic parameters of the transition state. Considering the three-dimensional molecular structural stability, the transition status of (S) types AMDBP-AlH and alkylphenone was found to be more stable, resulting in the selective reductions of AMDBP-AlH and alkylphenone from this result: (S)-Phenyl ethanol and (S)-isophenylbutanol was confirmed that the formation was advantageous.
Keywords
Total energy; Band gap; Enantioselective reduction; Chiral auxiliary; Enantiomeric excess;
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