Domino pericyclic reactions of acyclic conjugated (E,Z,E,E)-tetraenes

Danielle Skropeta; Rodney W. Rickards

doi:10.1016/j.tetlet.2007.03.011

Domino pericyclic reactions of acyclic conjugated (E,Z,E,E)-tetraenes

Danielle Skropeta^*, Rodney W. Rickards

^*Corresponding author for this work

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

10 Citations (Scopus)

Abstract

Acyclic conjugated (E,Z,E,E)-tetraenes, upon thermolysis, undergo a domino pericyclic process involving 6π electrocyclisation of the (E,Z,E)-triene moiety to give the corresponding cis-disubstituted 5-vinyl-1,3-cyclohexadienes, followed by an intramolecular Diels-Alder reaction with the vinyl side chain to give tricyclo[3.2.1.0^2,7]oct-3-enes.

Original language	English
Pages (from-to)	3281-3284
Number of pages	4
Journal	Tetrahedron Letters
Volume	48
Issue number	18
DOIs	https://doi.org/10.1016/j.tetlet.2007.03.011
Publication status	Published - 30 Apr 2007

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10.1016/j.tetlet.2007.03.011

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title = "Domino pericyclic reactions of acyclic conjugated (E,Z,E,E)-tetraenes",

abstract = "Acyclic conjugated (E,Z,E,E)-tetraenes, upon thermolysis, undergo a domino pericyclic process involving 6π electrocyclisation of the (E,Z,E)-triene moiety to give the corresponding cis-disubstituted 5-vinyl-1,3-cyclohexadienes, followed by an intramolecular Diels-Alder reaction with the vinyl side chain to give tricyclo[3.2.1.02,7]oct-3-enes.",

keywords = "Electrocyclic reaction, Intramolecular Diels-Alder reaction, Polyenes, Tetraenes",

author = "Danielle Skropeta and Rickards, \{Rodney W.\}",

year = "2007",

month = apr,

day = "30",

doi = "10.1016/j.tetlet.2007.03.011",

language = "English",

volume = "48",

pages = "3281--3284",

journal = "Tetrahedron Letters",

issn = "0040-4039",

publisher = "Elsevier Ltd.",

number = "18",

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TY - JOUR

T1 - Domino pericyclic reactions of acyclic conjugated (E,Z,E,E)-tetraenes

AU - Skropeta, Danielle

AU - Rickards, Rodney W.

PY - 2007/4/30

Y1 - 2007/4/30

N2 - Acyclic conjugated (E,Z,E,E)-tetraenes, upon thermolysis, undergo a domino pericyclic process involving 6π electrocyclisation of the (E,Z,E)-triene moiety to give the corresponding cis-disubstituted 5-vinyl-1,3-cyclohexadienes, followed by an intramolecular Diels-Alder reaction with the vinyl side chain to give tricyclo[3.2.1.02,7]oct-3-enes.

AB - Acyclic conjugated (E,Z,E,E)-tetraenes, upon thermolysis, undergo a domino pericyclic process involving 6π electrocyclisation of the (E,Z,E)-triene moiety to give the corresponding cis-disubstituted 5-vinyl-1,3-cyclohexadienes, followed by an intramolecular Diels-Alder reaction with the vinyl side chain to give tricyclo[3.2.1.02,7]oct-3-enes.

KW - Electrocyclic reaction

KW - Intramolecular Diels-Alder reaction

KW - Polyenes

KW - Tetraenes

UR - https://www.scopus.com/pages/publications/34047183626

U2 - 10.1016/j.tetlet.2007.03.011

DO - 10.1016/j.tetlet.2007.03.011

M3 - Article

SN - 0040-4039

VL - 48

SP - 3281

EP - 3284

JO - Tetrahedron Letters

JF - Tetrahedron Letters

IS - 18

ER -

Domino pericyclic reactions of acyclic conjugated (E,Z,E,E)-tetraenes

Abstract

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