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Convenient synthesis of an enantiomerically pure bicyclic proline and its N-oxyl derivatives


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Title: Convenient synthesis of an enantiomerically pure bicyclic proline and its N-oxyl derivatives
Authors: Demizu, Yosuke / Shiigi, Hirofumi / Mori, Hiroyuki / Matsumoto, Kazuya / Onomura, Osamu
Issue Date: 1-Dec-2008
Publisher: Elsevier
Citation: Tetrahedron Asymmetry, 19(23), pp.2659-2665; 2008
Abstract: An enantiomerically pure bicyclic proline derivative was prepared by cis-selective allylation and diastereospecific intramolecular alkylation starting from d-pipecolinic acid. In addition, enantiomerically pure azabicyclo N-oxyls derived from the bicyclic proline worked well as catalysts for the enantioselective electrooxidation of racemic sec-alcohols to afford optically active sec-alcohols in moderate enantiomeric purity.
Keywords: Bicyclic proline / Quaternary α-amino acid / Enantioselective oxidation / Electrooxidation / Optically active alcohol
URI: http://hdl.handle.net/10069/20886
ISSN: 09574166
DOI: 10.1016/j.tetasy.2008.12.011
Rights: Copyright (c) 2008 Elsevier Inc. All rights reserved.
Type: Journal Article
Text Version: author
Appears in Collections:Articles in academic journal

Citable URI : http://hdl.handle.net/10069/20886

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