Electrochemical Oxidation of L-Prolinol Derivative Protected with 1-Alkoxy-2,2,2-trifluoroethyl Group

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 exp...

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Veröffentlicht in:Denki kagaku oyobi kōgyō butsuri kagaku 2006/08/05, Vol.74(8), pp.645-648
Hauptverfasser: ONOMURA, Osamu, ISHIDA, Yukihiro, MAKI, Toshihide, MINATO, Daishirou, DEMIZU, Yosuke, MATSUMURA, Yoshihiro
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Sprache:eng
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Zusammenfassung: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.
ISSN:1344-3542
2186-2451
DOI:10.5796/electrochemistry.74.645