Highly selective synthesis of oxabicycloalkanes by indium tribromide-mediated cyclization reactions of epoxyalkenes

Brendan M. Smith; Elizabeth J. Skellam; Samantha J. Oxley; Andrew E. Graham

doi:10.1039/b707001b

Highly selective synthesis of oxabicycloalkanes by indium tribromide-mediated cyclization reactions of epoxyalkenes

Brendan M. Smith, Elizabeth J. Skellam, Samantha J. Oxley, Andrew E. Graham^*

^*Corresponding author for this work

Faculty of Computing, Engineering and Science

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

27 Citations (Scopus)

Abstract

The cyclization of epoxyalkenes to oxabicycloalkanes is catalyzed by stoichiometric quantities of indium tribromide which exhibits excellent selectivity giving the oxabicyclic product in high yield in preference to other cyclized or rearrangement products.

Original language	English
Pages (from-to)	1979-1982
Number of pages	4
Journal	Organic and Biomolecular Chemistry
Volume	5
Issue number	12
DOIs	https://doi.org/10.1039/b707001b
Publication status	Published - 2007

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10.1039/b707001bLicence: CC BY-NC-ND

27 Citations
1 Doctoral Thesis

The Utilisation of Indium(III) Salts as Highly Efficient Catalysts in Organic Synthesis
Smith, B., 2008
Research output: Types of Thesis › Doctoral Thesis

Cite this

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title = "Highly selective synthesis of oxabicycloalkanes by indium tribromide-mediated cyclization reactions of epoxyalkenes",

abstract = "The cyclization of epoxyalkenes to oxabicycloalkanes is catalyzed by stoichiometric quantities of indium tribromide which exhibits excellent selectivity giving the oxabicyclic product in high yield in preference to other cyclized or rearrangement products. ",

author = "Smith, {Brendan M.} and Skellam, {Elizabeth J.} and Oxley, {Samantha J.} and Graham, {Andrew E.}",

year = "2007",

doi = "10.1039/b707001b",

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publisher = "Royal Society of Chemistry",

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AU - Smith, Brendan M.

AU - Skellam, Elizabeth J.

AU - Oxley, Samantha J.

AU - Graham, Andrew E.

PY - 2007

Y1 - 2007

N2 - The cyclization of epoxyalkenes to oxabicycloalkanes is catalyzed by stoichiometric quantities of indium tribromide which exhibits excellent selectivity giving the oxabicyclic product in high yield in preference to other cyclized or rearrangement products.

AB - The cyclization of epoxyalkenes to oxabicycloalkanes is catalyzed by stoichiometric quantities of indium tribromide which exhibits excellent selectivity giving the oxabicyclic product in high yield in preference to other cyclized or rearrangement products.

U2 - 10.1039/b707001b

DO - 10.1039/b707001b

M3 - Article

AN - SCOPUS:34249977897

SN - 1477-0520

VL - 5

SP - 1979

EP - 1982

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 12

ER -

Highly selective synthesis of oxabicycloalkanes by indium tribromide-mediated cyclization reactions of epoxyalkenes

Abstract

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Research output

The Utilisation of Indium(III) Salts as Highly Efficient Catalysts in Organic Synthesis

Cite this