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Gold and Brønsted Acid Catalyzed Hydride Shift onto Allenes: Divergence in Product Selectivity

Bolte, Benoit; Gagosz, Fabien

Description

A series of allenyl ethers can be transformed into various fused or spiro tetrahydrofurans and tetrahydropyrans following a hydride shift/cyclization sequence. A divergence in product selectivity, which depends on the nature of the catalyst used (Au(I) complex or Brønsted acid), was observed.

dc.contributor.authorBolte, Benoit
dc.contributor.authorGagosz, Fabien
dc.date.accessioned2015-12-10T23:09:07Z
dc.identifier.issn0002-7863
dc.identifier.urihttp://hdl.handle.net/1885/63347
dc.description.abstractA series of allenyl ethers can be transformed into various fused or spiro tetrahydrofurans and tetrahydropyrans following a hydride shift/cyclization sequence. A divergence in product selectivity, which depends on the nature of the catalyst used (Au(I) complex or Brønsted acid), was observed.
dc.publisherAmerican Chemical Society
dc.sourceJournal of the American Chemical Society
dc.subjectKeywords: Allenes; Allenyl ethers; Product selectivities; Tetrahydrofurans; Ethers; Gold compounds; Catalyst selectivity; allene derivative; Bronsted acid; deuterium; gold; gold complex; article; biotransformation; catalysis; catalyst; chemical analysis; chemical b
dc.titleGold and Brønsted Acid Catalyzed Hydride Shift onto Allenes: Divergence in Product Selectivity
dc.typeJournal article
local.description.notesImported from ARIES
local.identifier.citationvolume133
dc.date.issued2011
local.identifier.absfor030503 - Organic Chemical Synthesis
local.identifier.ariespublicationu4005981xPUB795
local.type.statusPublished Version
local.contributor.affiliationBolte, Benoit, College of Physical and Mathematical Sciences, ANU
local.contributor.affiliationGagosz, Fabien, CNRS/Ecole Polytechnique
local.description.embargo2037-12-31
local.bibliographicCitation.issue20
local.bibliographicCitation.startpage7696
local.bibliographicCitation.lastpage7699
local.identifier.doi10.1021/ja202336p
local.identifier.absseo970103 - Expanding Knowledge in the Chemical Sciences
dc.date.updated2016-02-24T10:26:05Z
local.identifier.scopusID2-s2.0-79957731780
local.identifier.thomsonID000291580400020
CollectionsANU Research Publications

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