Facile syntheses of some trans-hydroazulenes by means of electrochemical methodology coupled with base-catalyzed fragmentation reaction

Shojiro Maki; Nobuyuki Asaba; Seiji Kosemura; Shosuke Yamamura

doi:10.1016/S0040-4039(00)74680-6

Facile syntheses of some trans-hydroazulenes by means of electrochemical methodology coupled with base-catalyzed fragmentation reaction

Shojiro Maki, Nobuyuki Asaba, Seiji Kosemura, Shosuke Yamamura

Faculty of Law

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

18 Citations (Scopus)

Abstract

Some phenols with an olefinic side chain have been electrolyzed under various conditions to afford tricyclo[5.3.1.0^1,5]undec-9-en-8,11-diones. These products were treated with potassium carbonate in methanol to give rise to the corresponding trans-hydroazulenes which are regarded as a promising synthetic intermediate of bioactive sesqui- and diterpenoids.

Original language	English
Pages (from-to)	4169-4172
Number of pages	4
Journal	Tetrahedron Letters
Volume	33
Issue number	29
DOIs	https://doi.org/10.1016/S0040-4039(00)74680-6
Publication status	Published - 1992 Jul 14

Keywords

anodic oxidation
fragmentation reaction
intramolecular [5+2]cycloaddition
trans-hydroazulenes

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)74680-6

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abstract = "Some phenols with an olefinic side chain have been electrolyzed under various conditions to afford tricyclo[5.3.1.01,5]undec-9-en-8,11-diones. These products were treated with potassium carbonate in methanol to give rise to the corresponding trans-hydroazulenes which are regarded as a promising synthetic intermediate of bioactive sesqui- and diterpenoids.",

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author = "Shojiro Maki and Nobuyuki Asaba and Seiji Kosemura and Shosuke Yamamura",

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T1 - Facile syntheses of some trans-hydroazulenes by means of electrochemical methodology coupled with base-catalyzed fragmentation reaction

AU - Maki, Shojiro

AU - Asaba, Nobuyuki

AU - Kosemura, Seiji

AU - Yamamura, Shosuke

PY - 1992/7/14

Y1 - 1992/7/14

N2 - Some phenols with an olefinic side chain have been electrolyzed under various conditions to afford tricyclo[5.3.1.01,5]undec-9-en-8,11-diones. These products were treated with potassium carbonate in methanol to give rise to the corresponding trans-hydroazulenes which are regarded as a promising synthetic intermediate of bioactive sesqui- and diterpenoids.

AB - Some phenols with an olefinic side chain have been electrolyzed under various conditions to afford tricyclo[5.3.1.01,5]undec-9-en-8,11-diones. These products were treated with potassium carbonate in methanol to give rise to the corresponding trans-hydroazulenes which are regarded as a promising synthetic intermediate of bioactive sesqui- and diterpenoids.

KW - anodic oxidation

KW - fragmentation reaction

KW - intramolecular [5+2]cycloaddition

KW - trans-hydroazulenes

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 29

ER -

Facile syntheses of some trans-hydroazulenes by means of electrochemical methodology coupled with base-catalyzed fragmentation reaction

Abstract

Keywords

ASJC Scopus subject areas

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