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

Manabu Kuroboshi; Hiroshi Yoshihisa; Mariana N. Cortona; Yusuke Kawakami; Zake Gao; Hideo Tanaka

doi:10.1016/S0040-4039(00)01419-2

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

Manabu Kuroboshi, Hiroshi Yoshihisa, Mariana N. Cortona, Yusuke Kawakami, Zake Gao, Hideo Tanaka

Research output: Contribution to journal › Article › peer-review

59 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.

Original language	English
Pages (from-to)	8131-8135
Number of pages	5
Journal	Tetrahedron Letters
Volume	41
Issue number	42
DOIs	https://doi.org/10.1016/S0040-4039(00)01419-2
Publication status	Published - Oct 14 2000

Keywords

Alcohols
Electrochemistry
Kinetic resolution
Oxidation

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)01419-2

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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.",

keywords = "Alcohols, Electrochemistry, Kinetic resolution, Oxidation",

author = "Manabu Kuroboshi and Hiroshi Yoshihisa and Cortona, {Mariana N.} and Yusuke Kawakami and Zake Gao and Hideo Tanaka",

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TY - JOUR

T1 - Electro-oxidative kinetic resolution of sec-alcohols by using an optically active N-oxyl mediator

AU - Kuroboshi, Manabu

AU - Yoshihisa, Hiroshi

AU - Cortona, Mariana N.

AU - Kawakami, Yusuke

AU - Gao, Zake

AU - Tanaka, Hideo

PY - 2000/10/14

Y1 - 2000/10/14

N2 - 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.

AB - 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.

KW - Alcohols

KW - Electrochemistry

KW - Kinetic resolution

KW - Oxidation

UR - http://www.scopus.com/inward/record.url?scp=0034649224&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0034649224&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)01419-2

DO - 10.1016/S0040-4039(00)01419-2

M3 - Article

AN - SCOPUS:0034649224

SN - 0040-4039

VL - 41

SP - 8131

EP - 8135

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 42

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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