Stereoselective Synthesis of Optically Active α-Hydroxy Ketones andanti-1,2-Diols via Asymmetric Transfer Hydrogenation of Unsymmetrically Substituted 1,2-Diketones

2000 ◽  
Vol 2 (24) ◽  
pp. 3833-3836 ◽  
Author(s):  
Takashi Koike ◽  
Kunihiko Murata ◽  
Takao Ikariya
Keyword(s):  
Stereoselective Synthesis ◽  
Optically Active ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Hydroxy Ketones

ChemInform Abstract: Synthesis of Optically Active β-Amino Alcohols by Asymmetric Transfer Hydrogenation of α-Amino Ketones.

ChemInform ◽  
2010 ◽  
Vol 41 (28) ◽  
pp. no-no
Author(s):  
Zhou Xu ◽  
Songlei Zhu ◽  
Yongmin Liu ◽  
Ling He ◽  
Zhicong Geng ◽  
...  
Keyword(s):  
Amino Alcohols ◽  
Optically Active ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation

scholarly journals Synthesis of 2-Amino-apopinan-3-ol and Applications of Its Derivatives in Asymmetric Reduction of Ketones

Proceedings ◽  
2019 ◽  
Vol 41 (1) ◽  
pp. 63
Author(s):  
Anna Kmieciak ◽  
Marek P. Krzemiński
Keyword(s):  
Amino Alcohol ◽  
Asymmetric Reduction ◽  
Optically Active ◽  
Asymmetric Reactions ◽  
Transfer Hydrogenation ◽  
Asymmetric Transfer Hydrogenation ◽  
Active Compounds ◽  
Reduction Methods ◽  
Optically Pure ◽  
Reduction Of Ketones

Monoterpenes are optically active compounds which occur in nature. This fact makes them interesting precursors for the synthesis of optically active ligands, which can be applied in various asymmetric reactions. In this work, we present the synthesis of optically pure 2-amino-apopinan-3-ol from (−)-α-pinene. The obtained amino alcohol was used as a precursor of oxazaborolidine, which was used as catalyst in the asymmetric reduction of aryl-alkyl ketones with borane. In the second part, we transformed 2-amino-apopinan-3-ol into PHOX ligand in a three-step reaction. The complex of ruthenium precursor with PHOX ligand was used as a catalyst in the asymmetric transfer hydrogenation of aryl-alkyl ketones. Alcohols with enantiomeric excesses of up to 97% were isolated using both reduction methods.

scholarly journals Preparation of Mesoporous Silica-Supported Chiral Amino Alcohols for the Enantioselective Addition of Diethylzinc to Aldehyde and Asymmetric Transfer Hydrogenation to Ketones

2015 ◽  
Vol 2015 ◽  
pp. 1-6
Author(s):  
Shaheen M. Sarkar ◽  
Md. Eaqub Ali ◽  
Md. Lutfor Rahman ◽  
Mashitah Mohd Yusoff
Keyword(s):  
Mesoporous Silica ◽  
Amino Alcohols ◽  
Optically Active ◽  
Transfer Hydrogenation ◽  
Catalytic Process ◽  
Asymmetric Transfer Hydrogenation ◽  
Chiral Catalyst ◽  
Aromatic Alcohols ◽  
Enantioselective Addition ◽  
Cubic Mesoporous

Optically active (−)-ephedrine, (−)-norephedrine, and (−)-prolinol were immobilized onto cubic mesoporous MCM-48 silica. The immobilized amino alcohols served as a heterogeneous chiral catalyst for the asymmetric addition of diethylzinc to aldehydes and transfer hydrogenation to ketones. The developed catalytic process yielded optically enriches secondary aromatic alcohols with 92–99% conversion and 70–82% enantioselectivity.

Sign in / Sign up

Export Citation Format

Share Document