Electrocyclic Ring-Opening of 6,6-Dichlorobicyclo[3.1.0]-hexanes and Trapping of the Resulting π-Allyl Cations by C-1 Tethered Hydroxyamine Derivatives: Formation of 2-Oxa-1-azaspiro[4.5]decan-3-ones

Jiri Mikusek; Jas S. Ward; Martin G. Banwell

doi:10.1071/CH19010

Electrocyclic Ring-Opening of 6,6-Dichlorobicyclo[3.1.0]-hexanes and Trapping of the Resulting π-Allyl Cations by C-1 Tethered Hydroxyamine Derivatives: Formation of 2-Oxa-1-azaspiro[4.5]decan-3-ones

Jiri Mikusek, Jas S. Ward, Martin G. Banwell^*

^*Corresponding author for this work

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

1 Citation (Scopus)

Abstract

The C-1 substituted 6,6-dichlorobicyclo[3.1.0]hexanes 1a-c have been prepared and shown to undergo electrocyclic ring-opening to give the corresponding π-allyl cations 2 that cyclise to afford the spirocyclic products 3b-d, each of which has been subjected to single-crystal X-ray analysis.

Original language	English
Pages (from-to)	434-439
Number of pages	6
Journal	Australian Journal of Chemistry
Volume	72
Issue number	6
DOIs	https://doi.org/10.1071/CH19010
Publication status	Published - 2019

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10.1071/CH19010

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title = "Electrocyclic Ring-Opening of 6,6-Dichlorobicyclo[3.1.0]-hexanes and Trapping of the Resulting π-Allyl Cations by C-1 Tethered Hydroxyamine Derivatives: Formation of 2-Oxa-1-azaspiro[4.5]decan-3-ones",

abstract = "The C-1 substituted 6,6-dichlorobicyclo[3.1.0]hexanes 1a-c have been prepared and shown to undergo electrocyclic ring-opening to give the corresponding π-allyl cations 2 that cyclise to afford the spirocyclic products 3b-d, each of which has been subjected to single-crystal X-ray analysis.",

author = "Jiri Mikusek and Ward, {Jas S.} and Banwell, {Martin G.}",

note = "Publisher Copyright: {\textcopyright} 2019 CSIRO.",

year = "2019",

doi = "10.1071/CH19010",

language = "English",

volume = "72",

pages = "434--439",

journal = "Australian Journal of Chemistry",

issn = "0004-9425",

publisher = "CSIRO",

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Electrocyclic Ring-Opening of 6,6-Dichlorobicyclo[3.1.0]-hexanes and Trapping of the Resulting π-Allyl Cations by C-1 Tethered Hydroxyamine Derivatives: Formation of 2-Oxa-1-azaspiro[4.5]decan-3-ones. / Mikusek, Jiri; Ward, Jas S.; Banwell, Martin G.
In: Australian Journal of Chemistry, Vol. 72, No. 6, 2019, p. 434-439.

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

TY - JOUR

T1 - Electrocyclic Ring-Opening of 6,6-Dichlorobicyclo[3.1.0]-hexanes and Trapping of the Resulting π-Allyl Cations by C-1 Tethered Hydroxyamine Derivatives

T2 - Formation of 2-Oxa-1-azaspiro[4.5]decan-3-ones

AU - Mikusek, Jiri

AU - Ward, Jas S.

AU - Banwell, Martin G.

PY - 2019

Y1 - 2019

N2 - The C-1 substituted 6,6-dichlorobicyclo[3.1.0]hexanes 1a-c have been prepared and shown to undergo electrocyclic ring-opening to give the corresponding π-allyl cations 2 that cyclise to afford the spirocyclic products 3b-d, each of which has been subjected to single-crystal X-ray analysis.

AB - The C-1 substituted 6,6-dichlorobicyclo[3.1.0]hexanes 1a-c have been prepared and shown to undergo electrocyclic ring-opening to give the corresponding π-allyl cations 2 that cyclise to afford the spirocyclic products 3b-d, each of which has been subjected to single-crystal X-ray analysis.

UR - http://www.scopus.com/inward/record.url?scp=85062942246&partnerID=8YFLogxK

U2 - 10.1071/CH19010

DO - 10.1071/CH19010

M3 - Article

SN - 0004-9425

VL - 72

SP - 434

EP - 439

JO - Australian Journal of Chemistry

JF - Australian Journal of Chemistry

IS - 6

ER -

Electrocyclic Ring-Opening of 6,6-Dichlorobicyclo[3.1.0]-hexanes and Trapping of the Resulting π-Allyl Cations by C-1 Tethered Hydroxyamine Derivatives: Formation of 2-Oxa-1-azaspiro[4.5]decan-3-ones

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