Electrochemistry
Online ISSN : 2186-2451
Print ISSN : 1344-3542
ISSN-L : 1344-3542
Communications
Electrochemical Oxidation of L-Prolinol Derivative Protected with 1-Alkoxy-2,2,2-trifluoroethyl Group
Osamu ONOMURAYukihiro ISHIDAToshihide MAKIDaishirou MINATOYosuke DEMIZUYoshihiro MATSUMURA
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2006 Volume 74 Issue 8 Pages 645-648

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Abstract

1-Alkoxy-2,2,2-trifluoroethyl group was found to be a new protecting group for electrochemical oxidation of L-prolinol. The result is a first example for the introduction of a nucleophile to α-position of L-prolinol without a loss of the optical activity through an iminium ion intermediate. This exploited method is complementary for methods in which an electrophile is introduced to the α-position of L-proline derivative through a carbanion intermediate.

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© 2006 The Electrochemical Society of Japan
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