Issue 14, 2001
From the journal:

Chemical Communications

Nonenzymatic kinetic resolution of β-amino alcohols: chiral BINAP mediated SN2 displacement of hydroxy groups by halogens through formation of an aziridinium ion intermediate

Govindasamy Sekara  and  Hisao Nishiyama*a  

* Corresponding authors

a School of Materials Science, Toyohashi University of Technology, Tempaku-cho, Toyohashi, Aichi, Japan.
E-mail: hnishi@tutms.tut.ac.jp

Abstract

A series of optically active cyclic trans-β-amino alcohols were obtained (up to 97% ee) from nonenzymatic kinetic resolution of corresponding racemic amino alcohols using commercially available (S)-BINAP and NCS by halogenation of hydroxy groups through formation of a meso-aziridinium ion intermediate.

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Article information

DOI
https://doi.org/10.1039/B102460B
Article type
Communication
Submitted
15 Mar 2001
Accepted
06 Jun 2001
First published
27 Jun 2001

Chem. Commun., 2001, 1314-1315

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Nonenzymatic kinetic resolution of β-amino alcohols: chiral BINAP mediated SN2 displacement of hydroxy groups by halogens through formation of an aziridinium ion intermediate

G. Sekar and H. Nishiyama, Chem. Commun., 2001, 1314 DOI: 10.1039/B102460B

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