Rearrangement of the trans-tricyclo[4.2.0.01,3]oct-4-enyl skeleton

Elena S. Koltun; Steven R. Kass

doi:10.1016/S0040-4020(00)00199-X

Rearrangement of the trans-tricyclo[4.2.0.0^1,3]oct-4-enyl skeleton

Elena S. Koltun, Steven R. Kass

Chemistry (Twin Cities)

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

2 Scopus citations

Abstract

The acetolysis of a tosylate with a novel tricyclic skeleton was examined. Two major products (a tosylate and an acetate) are formed and both are the result of a skeletal rearrangement. A mechanism to account for the observed products is proposed and preliminary kinetic data are reported. (C) 2000 Elsevier Science Ltd.

Original language	English (US)
Pages (from-to)	2591-2594
Number of pages	4
Journal	Tetrahedron
Volume	56
Issue number	17
DOIs	https://doi.org/10.1016/S0040-4020(00)00199-X
State	Published - Apr 21 2000

Bibliographical note

Funding Information:
Support from the National Science Foundation, the donors of the Petroleum Research Foundation, as administered by the American Chemical Society, the Minnesota Supercomputer Institute, and the University of Minnesota–IBM Shared Research Project are gratefully acknowledged.

Copyright:
Copyright 2004 Elsevier Science B.V., Amsterdam. All rights reserved.

Keywords

Kinetics
Rearrangements
Solvolysis
Tricyclo[4.2.0.0]oct-4-enyl skeleton

Access

10.1016/S0040-4020(00)00199-X

Cite this

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title = "Rearrangement of the trans-tricyclo[4.2.0.01,3]oct-4-enyl skeleton",

abstract = "The acetolysis of a tosylate with a novel tricyclic skeleton was examined. Two major products (a tosylate and an acetate) are formed and both are the result of a skeletal rearrangement. A mechanism to account for the observed products is proposed and preliminary kinetic data are reported. (C) 2000 Elsevier Science Ltd.",

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note = "Funding Information: Support from the National Science Foundation, the donors of the Petroleum Research Foundation, as administered by the American Chemical Society, the Minnesota Supercomputer Institute, and the University of Minnesota–IBM Shared Research Project are gratefully acknowledged. Copyright: Copyright 2004 Elsevier Science B.V., Amsterdam. All rights reserved.",

year = "2000",

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doi = "10.1016/S0040-4020(00)00199-X",

language = "English (US)",

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T1 - Rearrangement of the trans-tricyclo[4.2.0.01,3]oct-4-enyl skeleton

AU - Koltun, Elena S.

AU - Kass, Steven R.

N1 - Funding Information: Support from the National Science Foundation, the donors of the Petroleum Research Foundation, as administered by the American Chemical Society, the Minnesota Supercomputer Institute, and the University of Minnesota–IBM Shared Research Project are gratefully acknowledged. Copyright: Copyright 2004 Elsevier Science B.V., Amsterdam. All rights reserved.

PY - 2000/4/21

Y1 - 2000/4/21

N2 - The acetolysis of a tosylate with a novel tricyclic skeleton was examined. Two major products (a tosylate and an acetate) are formed and both are the result of a skeletal rearrangement. A mechanism to account for the observed products is proposed and preliminary kinetic data are reported. (C) 2000 Elsevier Science Ltd.

AB - The acetolysis of a tosylate with a novel tricyclic skeleton was examined. Two major products (a tosylate and an acetate) are formed and both are the result of a skeletal rearrangement. A mechanism to account for the observed products is proposed and preliminary kinetic data are reported. (C) 2000 Elsevier Science Ltd.

KW - Kinetics

KW - Rearrangements

KW - Solvolysis

KW - Tricyclo[4.2.0.0]oct-4-enyl skeleton

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JO - Tetrahedron

JF - Tetrahedron

SN - 0040-4020

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