Aluminum triflate catalyzed tandem reactions of d -galactal: Toward chiral benzopyrans, chromenes, and chromans

Simelane, SB; Kinfe, HH; Muller, A; Williams, DBG

Aluminum triflate catalyzed tandem reactions of d -galactal: Toward chiral benzopyrans, chromenes, and chromans

Simelane, SB Kinfe, HH Muller, A Williams, DBG

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Publication Type:: Journal Article
Citation:: Organic Letters, 2014, 16 (17), pp. 4543 - 4545
Issue Date:: 2014-09-05

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Field	Value	Language
dc.contributor.author	Simelane, SB	en_US
dc.contributor.author	Kinfe, HH	en_US
dc.contributor.author	Muller, A	en_US
dc.contributor.author	Williams, DBG https://orcid.org/0000-0002-3703-6301	en_US
dc.date.issued	2014-09-05	en_US
dc.identifier.citation	Organic Letters, 2014, 16 (17), pp. 4543 - 4545	en_US
dc.identifier.issn	1523-7060	en_US
dc.identifier.uri	http://hdl.handle.net/10453/118191
dc.description.abstract	© 2014 American Chemical Society. 3,4,6-Tri-O-acetyl-d-galactal is selectively converted into 1-O-aryl-2-deoxy derivatives or chiral bridged benzopyrans under Al(OTf)3 catalysis, depending on reaction conditions. The benzopyrans react with Al(OTf)3/acetic anhydride in ring-opening reactions in the absence or presence of acetic acid to selectively produce chiral chromenes or chromans, respectively, in high yields.	en_US
dc.relation.ispartof	Organic Letters	en_US
dc.relation.isbasedon	10.1021/ol502305j	en_US
dc.subject.classification	Organic Chemistry	en_US
dc.subject.mesh	Mesylates	en_US
dc.subject.mesh	Benzopyrans	en_US
dc.subject.mesh	Chromans	en_US
dc.subject.mesh	Galactose	en_US
dc.subject.mesh	Molecular Structure	en_US
dc.subject.mesh	Catalysis	en_US
dc.subject.mesh	Stereoisomerism	en_US
dc.title	Aluminum triflate catalyzed tandem reactions of d -galactal: Toward chiral benzopyrans, chromenes, and chromans	en_US
dc.type	Journal Article
utslib.citation.volume	17	en_US
utslib.citation.volume	16	en_US
utslib.for	0303 Macromolecular and Materials Chemistry	en_US
utslib.for	03 Chemical Sciences	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	open_access
pubs.issue	17	en_US
pubs.publication-status	Published	en_US
pubs.volume	16	en_US

Abstract:

© 2014 American Chemical Society. 3,4,6-Tri-O-acetyl-d-galactal is selectively converted into 1-O-aryl-2-deoxy derivatives or chiral bridged benzopyrans under Al(OTf)3 catalysis, depending on reaction conditions. The benzopyrans react with Al(OTf)3/acetic anhydride in ring-opening reactions in the absence or presence of acetic acid to selectively produce chiral chromenes or chromans, respectively, in high yields.

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http://hdl.handle.net/10453/118191