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Reactive Extraction of Enantiomers of 1,2-Amino Alcohols via Stereoselective Thermodynamic and Kinetic Processes

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Lijun Tang^†, Sujung Choi^†, Raju Nandhakumar^†, Hyunjung Park^†, Hyein Chung^†, Jik Chin^‡ and Kwan Mook Kim ^†

Division of Nano Sciences, Ewha Womans University, Seoul 120-750, South Korea, and Department of Chemistry, 80 St. George Street, University of Toronto, Toronto, Ontario, Canada M5S 3H6

J. Org. Chem., 2008, 73 (15), pp 5996–5999

DOI: 10.1021/jo800670t

Publication Date (Web): July 4, 2008

†

Ewha Womans University.

‡

University of Toronto.

Abstract

(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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Published In Issue August 01, 2008
Article ASAPJuly 04, 2008
Received: April 03, 2008

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Reactive Extraction of Enantiomers of 1,2-Amino Alcohols via Stereoselective Thermodynamic and Kinetic Processes

Abstract

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History

Recommend & Share

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