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 | Zendy

Jiří Mikušek | Zendy; Jas S. Ward | Zendy; Martin G. Banwell | Zendy

Open Access

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

Author(s) -

Jiří Mikušek,

Jas S. Ward,

Martin G. Banwell

Publication year - 2019

Publication title -

australian journal of chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.319

H-Index - 77

eISSN - 1445-0038

pISSN - 0004-9425

DOI - 10.1071/ch19010

Subject(s) - ring (chemistry) , chemistry , biocatalysis , green chemistry , supramolecular chemistry , trapping , quantum chemistry , macromolecule , ionic liquid , reaction mechanism , medicinal chemistry , crystal structure , stereochemistry , catalysis , organic chemistry , ecology , biochemistry , biology

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.

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