Electro-oxidative kinetic resolution of sec-alcohols by using an optically active N-oxyl mediator

Manabu Kuroboshi, H. Yoshihisa, M. N. Cortona, Y. Kawakami, Z. Gao, H. Tanaka

Research output: Contribution to journalArticle

39 Citations (Scopus)

Abstract

Electro-oxidative kinetic resolution of sec-alcohols mediated with a catalytic amount of an optically active N-oxyl was performed by use of a simple undivided cell under constant current conditions. The selectivity factor (S-value) increased remarkably when the reaction was performed at lower temperatures. The optically active N-oxyl was recovered and used repeatedly without any change in efficiency and selectivity. (C) 2000 Elsevier Science Ltd.

Original languageEnglish
Pages (from-to)8131-8135
Number of pages5
JournalTetrahedron Letters
Volume41
Issue number42
Publication statusPublished - Oct 14 2000

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Alcohols
Kinetics
Temperature

Keywords

  • Alcohols
  • Electrochemistry
  • Kinetic resolution
  • Oxidation

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Kuroboshi, M., Yoshihisa, H., Cortona, M. N., Kawakami, Y., Gao, Z., & Tanaka, H. (2000). Electro-oxidative kinetic resolution of sec-alcohols by using an optically active N-oxyl mediator. Tetrahedron Letters, 41(42), 8131-8135.

Electro-oxidative kinetic resolution of sec-alcohols by using an optically active N-oxyl mediator. / Kuroboshi, Manabu; Yoshihisa, H.; Cortona, M. N.; Kawakami, Y.; Gao, Z.; Tanaka, H.

In: Tetrahedron Letters, Vol. 41, No. 42, 14.10.2000, p. 8131-8135.

Research output: Contribution to journalArticle

Kuroboshi, M, Yoshihisa, H, Cortona, MN, Kawakami, Y, Gao, Z & Tanaka, H 2000, 'Electro-oxidative kinetic resolution of sec-alcohols by using an optically active N-oxyl mediator', Tetrahedron Letters, vol. 41, no. 42, pp. 8131-8135.
Kuroboshi M, Yoshihisa H, Cortona MN, Kawakami Y, Gao Z, Tanaka H. Electro-oxidative kinetic resolution of sec-alcohols by using an optically active N-oxyl mediator. Tetrahedron Letters. 2000 Oct 14;41(42):8131-8135.
Kuroboshi, Manabu ; Yoshihisa, H. ; Cortona, M. N. ; Kawakami, Y. ; Gao, Z. ; Tanaka, H. / Electro-oxidative kinetic resolution of sec-alcohols by using an optically active N-oxyl mediator. In: Tetrahedron Letters. 2000 ; Vol. 41, No. 42. pp. 8131-8135.
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