Unusual rearrangement of tricyclo[6.3.0.01,4]undecan-5-one

Masaki Ue; Hiroshi Tsukahara; Kazuya Kobiro; Kiyomi Kakiuchi; Tobe Yoshito; Yoshinobu Odaira

doi:10.1016/S0040-4039(00)96436-0

Unusual rearrangement of tricyclo[6.3.0.0^1,4]undecan-5-one

Masaki Ue^*, Hiroshi Tsukahara, Kazuya Kobiro, Kiyomi Kakiuchi, Tobe Yoshito, Yoshinobu Odaira

^*Corresponding author for this work

Department of Applied Chemistry

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

7 Scopus citations

Abstract

cis,trans-Tricyclo[6.3.0.0^1,4]undecan-5-one (2) rearranged under acidic conditions through unusual pathways to give cis,cis-tricyclo[6.3.0.0^1,5]undecan-4-one (3). The application to the α-methylene derivative of 2 afforded the angularly fused triquinane having an α-methylenecyclopentanone unit.

Original language	English
Pages (from-to)	3979-3980
Number of pages	2
Journal	Tetrahedron Letters
Volume	28
Issue number	34
DOIs	https://doi.org/10.1016/S0040-4039(00)96436-0
State	Published - 1 Jan 1987

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title = "Unusual rearrangement of tricyclo[6.3.0.01,4]undecan-5-one",

abstract = "cis,trans-Tricyclo[6.3.0.01,4]undecan-5-one (2) rearranged under acidic conditions through unusual pathways to give cis,cis-tricyclo[6.3.0.01,5]undecan-4-one (3). The application to the α-methylene derivative of 2 afforded the angularly fused triquinane having an α-methylenecyclopentanone unit.",

author = "Masaki Ue and Hiroshi Tsukahara and Kazuya Kobiro and Kiyomi Kakiuchi and Tobe Yoshito and Yoshinobu Odaira",

year = "1987",

month = jan,

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doi = "10.1016/S0040-4039(00)96436-0",

language = "English",

volume = "28",

pages = "3979--3980",

journal = "Tetrahedron Letters",

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TY - JOUR

T1 - Unusual rearrangement of tricyclo[6.3.0.01,4]undecan-5-one

AU - Ue, Masaki

AU - Tsukahara, Hiroshi

AU - Kobiro, Kazuya

AU - Kakiuchi, Kiyomi

AU - Yoshito, Tobe

AU - Odaira, Yoshinobu

PY - 1987/1/1

Y1 - 1987/1/1

N2 - cis,trans-Tricyclo[6.3.0.01,4]undecan-5-one (2) rearranged under acidic conditions through unusual pathways to give cis,cis-tricyclo[6.3.0.01,5]undecan-4-one (3). The application to the α-methylene derivative of 2 afforded the angularly fused triquinane having an α-methylenecyclopentanone unit.

AB - cis,trans-Tricyclo[6.3.0.01,4]undecan-5-one (2) rearranged under acidic conditions through unusual pathways to give cis,cis-tricyclo[6.3.0.01,5]undecan-4-one (3). The application to the α-methylene derivative of 2 afforded the angularly fused triquinane having an α-methylenecyclopentanone unit.

UR - http://www.scopus.com/inward/record.url?scp=0001539119&partnerID=8YFLogxK

U2 - 10.1016/S0040-4039(00)96436-0

DO - 10.1016/S0040-4039(00)96436-0

M3 - Article

AN - SCOPUS:0001539119

VL - 28

SP - 3979

EP - 3980

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 34

ER -

Unusual rearrangement of tricyclo[6.3.0.01,4]undecan-5-one

Abstract

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Unusual rearrangement of tricyclo[6.3.0.0^1,4]undecan-5-one