Aluminium triflate catalysed O-glycosidation: Temperature-switched selective Ferrier rearrangement or direct addition with alcohols

Williams, DBG; Simelane, SB; Kinfe, HH

Aluminium triflate catalysed O-glycosidation: Temperature-switched selective Ferrier rearrangement or direct addition with alcohols

Williams, DBG

Simelane, SB Kinfe, HH

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Publication Type:: Journal Article
Citation:: Organic and Biomolecular Chemistry, 2012, 10 (29), pp. 5636 - 5642
Issue Date:: 2012-08-07

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Field	Value	Language
dc.contributor.author	Williams, DBG https://orcid.org/0000-0002-3703-6301	en_US
dc.contributor.author	Simelane, SB	en_US
dc.contributor.author	Kinfe, HH	en_US
dc.date.issued	2012-08-07	en_US
dc.identifier.citation	Organic and Biomolecular Chemistry, 2012, 10 (29), pp. 5636 - 5642	en_US
dc.identifier.issn	1477-0520	en_US
dc.identifier.uri	http://hdl.handle.net/10453/114997
dc.description.abstract	A temperature-controlled mechanism switch between the Al(OTf) 3-catalysed direct addition of alcohols or the Ferrier rearrangement reactions in some glycals is presented. The scope and limitations are investigated as are the influence of the stereochemistry and nature of the protecting groups on the glycal substrate. © 2012 The Royal Society of Chemistry.	en_US
dc.relation.ispartof	Organic and Biomolecular Chemistry	en_US
dc.relation.isbasedon	10.1039/c2ob25540e	en_US
dc.subject.classification	Organic Chemistry	en_US
dc.title	Aluminium triflate catalysed O-glycosidation: Temperature-switched selective Ferrier rearrangement or direct addition with alcohols	en_US
dc.type	Journal Article
utslib.citation.volume	29	en_US
utslib.citation.volume	10	en_US
utslib.for	0305 Organic Chemistry	en_US
utslib.for	0304 Medicinal and Biomolecular Chemistry	en_US
pubs.embargo.period	Not known	en_US
pubs.organisational-group	/University of Technology Sydney
pubs.organisational-group	/University of Technology Sydney/Faculty of Science
utslib.copyright.status	closed_access
pubs.issue	29	en_US
pubs.publication-status	Published	en_US
pubs.volume	10	en_US

Abstract:

A temperature-controlled mechanism switch between the Al(OTf) 3-catalysed direct addition of alcohols or the Ferrier rearrangement reactions in some glycals is presented. The scope and limitations are investigated as are the influence of the stereochemistry and nature of the protecting groups on the glycal substrate. © 2012 The Royal Society of Chemistry.

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http://hdl.handle.net/10453/114997