New, Convenient Methods of Synthesis and Resolution of 1,2-Amino Alcohols

Mariappan Periasamy; Sangarappan Sivakumar; Meda Narsi Reddy

doi:10.1055/s-2003-41046

SHORTPAPER

New, Convenient Methods of Synthesis and Resolution of 1,2-Amino Alcohols

Mariappan Periasamy*, Sangarappan Sivakumar, Meda Narsi Reddy
School of Chemistry, University of Hyderabad, Central University P. O., Hyderabad - 500 046, India
e-Mail: mpsc@uohyd.ernet.in;

Abstract

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Abstract

Oximes of α-keto esters are reduced to obtain the corresponding amino alcohols using NaBH₄ in combination with I₂, CH₃COOH, TiCl₄, ZrCl₄, COCl₂, H₂SO₄, and TMS-Cl in 60-85% yields. The racemic phenylglycinol, phenylalaninol, and 2-aminobutanol are resolved using dibenzoyl-l-tartaric acid to obtain enantiomeric samples of >98% ee.

Key words

esters - oximes - boron - amino alcohols - enantiomeric resolution

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