Reactive extraction of enantiomers of 1,2-amino alcohols via stereoselective thermodynamic and kinetic processes

Lijun Tang; Sujung Choi; Raju Nandhakumar; Flyunjung Park; Hyein Chung; Jik Chin; Mook Kim Kwan

doi:10.1021/jo800670t

Reactive extraction of enantiomers of 1,2-amino alcohols via stereoselective thermodynamic and kinetic processes

Lijun Tang, Sujung Choi, Raju Nandhakumar, Flyunjung Park, Hyein Chung, Jik Chin, Mook Kim Kwan

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

40 Scopus citations

Abstract

(Chemical Equation Presented) (R)-Amino alcohol with an enantiomeric excess of >95% was resolved by reactive extraction processes from 2 equiv of racemic alcohol using a chiral receptor 2 as an enantioselective extractant. One resolution cycle is composed of three extractions: a stereoselective reversible imine formation, a stereoselective irreversible imine hydrolysis, and the recovery of 2 and enantiomeric amino alcohols.

Original language	English
Pages (from-to)	5996-5999
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	73
Issue number	15
DOIs	https://doi.org/10.1021/jo800670t
State	Published - 1 Aug 2008

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abstract = "(Chemical Equation Presented) (R)-Amino alcohol with an enantiomeric excess of >95% was resolved by reactive extraction processes from 2 equiv of racemic alcohol using a chiral receptor 2 as an enantioselective extractant. One resolution cycle is composed of three extractions: a stereoselective reversible imine formation, a stereoselective irreversible imine hydrolysis, and the recovery of 2 and enantiomeric amino alcohols.",

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AU - Tang, Lijun

AU - Choi, Sujung

AU - Nandhakumar, Raju

AU - Park, Flyunjung

AU - Chung, Hyein

AU - Chin, Jik

AU - Kwan, Mook Kim

PY - 2008/8/1

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AB - (Chemical Equation Presented) (R)-Amino alcohol with an enantiomeric excess of >95% was resolved by reactive extraction processes from 2 equiv of racemic alcohol using a chiral receptor 2 as an enantioselective extractant. One resolution cycle is composed of three extractions: a stereoselective reversible imine formation, a stereoselective irreversible imine hydrolysis, and the recovery of 2 and enantiomeric amino alcohols.

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Reactive extraction of enantiomers of 1,2-amino alcohols via stereoselective thermodynamic and kinetic processes

Abstract

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