An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates

Michael L. Conner; M. Kevin Brown

doi:10.1016/j.tet.2016.02.028

An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates

Michael L. Conner, M. Kevin Brown

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

10 Scopus citations

Abstract

An unexpected [4+2] cycloaddition of aryl allenes and simple acrylate derivatives is reported. This process functions well with a variety of allenes and acrylates to generate bi- and tricyclic dihydronaphthalene derivatives through a nonconventional bond disconnection.

Original language	English (US)
Pages (from-to)	3759-3765
Number of pages	7
Journal	Tetrahedron
Volume	72
Issue number	26
DOIs	https://doi.org/10.1016/j.tet.2016.02.028
State	Published - Jun 30 2016
Externally published	Yes

Keywords

Acrylates
Allenes
Cycloaddition
Diels-Alder
Lewis-acid

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/j.tet.2016.02.028

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title = "An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates",

abstract = "An unexpected [4+2] cycloaddition of aryl allenes and simple acrylate derivatives is reported. This process functions well with a variety of allenes and acrylates to generate bi- and tricyclic dihydronaphthalene derivatives through a nonconventional bond disconnection.",

keywords = "Acrylates, Allenes, Cycloaddition, Diels-Alder, Lewis-acid",

author = "Conner, {Michael L.} and Brown, {M. Kevin}",

note = "Funding Information: We thank Indiana University and the National Institutes of Health ( R01GM110131-01 ) for generous support of this work. MKB is a 2015 Sloan Research Fellow. Publisher Copyright: {\textcopyright} 2016 Elsevier Ltd.",

year = "2016",

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doi = "10.1016/j.tet.2016.02.028",

language = "English (US)",

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T1 - An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates

AU - Conner, Michael L.

AU - Brown, M. Kevin

N1 - Funding Information: We thank Indiana University and the National Institutes of Health ( R01GM110131-01 ) for generous support of this work. MKB is a 2015 Sloan Research Fellow. Publisher Copyright: © 2016 Elsevier Ltd.

PY - 2016/6/30

Y1 - 2016/6/30

N2 - An unexpected [4+2] cycloaddition of aryl allenes and simple acrylate derivatives is reported. This process functions well with a variety of allenes and acrylates to generate bi- and tricyclic dihydronaphthalene derivatives through a nonconventional bond disconnection.

AB - An unexpected [4+2] cycloaddition of aryl allenes and simple acrylate derivatives is reported. This process functions well with a variety of allenes and acrylates to generate bi- and tricyclic dihydronaphthalene derivatives through a nonconventional bond disconnection.

KW - Acrylates

KW - Allenes

KW - Cycloaddition

KW - Diels-Alder

KW - Lewis-acid

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JO - Tetrahedron

JF - Tetrahedron

IS - 26

ER -

An unexpected Lewis acid catalyzed Diels-Alder cycloaddition of aryl allenes and acrylates

Abstract

Keywords

ASJC Scopus subject areas

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