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Updated: Mar 1, 2026

Enzymatic Cascade Reactions for the Synthesis of Chiral Amino Alcohols from L-lysine
Published on: February 16, 2018
Stereoselective Chiral Recognition of Amino Alcohols with 2,2'-Dihydroxybenzil
Min-Seob Seo1, Daeyoung Sun1, Hyunwoo Kim1
1Department of Chemistry, KAIST , Daejeon 34141, Korea.
Abstract:
2,2'-Dihydroxybenzil is demonstrated to be a highly diastereoselective stereodynamic receptor for the chiral recognition of amino alcohols. The receptor by forming diimine compounds with amino alcohols showed good (11:1) to excellent (>50:1) diastereoselectivity in chloroform. The existence of intramolecular hydrogen bonding with amino alcohols only in an axial conformer is demonstrated by 1H NMR and CD spectroscopy, X-ray crystallography, and DFT computations. The exciton chirality method can be used with diazo-attached 2,2'-dihydroxybenzil.
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