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Asymmetric tosylation of racemic 2-hydroxyalkanamides with chiral copper catalyst

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Title: Asymmetric tosylation of racemic 2-hydroxyalkanamides with chiral copper catalyst
Authors: Onomura, Osamu / Mitsuda, Masaru / Nguyen, My Thi Thuy / Demizu, Yosuke
Issue Date: 24-Dec-2007
Publisher: Elsevier
Citation: Tetrahedron Letters 48(52) pp.9080-9084, 2007
Abstract: Kinetic resolution of 2-hydroxyalkanamides was performed by tosylation in the presence of copper(II) triflate and (R,R)-Ph-BOX as a catalyst. This method was successfully applied to a variety of 2-hydroxyalkanamides in high enantioselectivity with up to 92% ee, and then tosylated product was easily transformed into optically active α-amino acid derivatives.
Keywords: Asymmetric sulfonylation / 2-Hydroxyalkanamide / 2-Tosyloxyalkanamide, Copper complex
URI: http://hdl.handle.net/10069/16331
ISSN: 00404039
DOI: 10.1016/j.tetlet.2007.10.128
Rights: Copyright © 2007 Elsevier Ltd All rights reserved.
Type: Journal Article
Text Version: author
Appears in Collections:Articles in academic journal

Citable URI : http://hdl.handle.net/10069/16331

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