Asymmetric synthesis of tri- and tetrasubstituted trifluoromethyl dihydropyranones from alpha-aroyloxyaldehydes via NHC redox catalysis

Davies, Alyn T.; Pickett, Philip M.; Slawin, Alexandra M. Z.; Smith, Andrew D.

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dc.contributor.author	Davies, Alyn T.
dc.contributor.author	Pickett, Philip M.
dc.contributor.author	Slawin, Alexandra M. Z.
dc.contributor.author	Smith, Andrew D.
dc.date.accessioned	2015-07-14T23:10:43Z
dc.date.available	2015-07-14T23:10:43Z
dc.date.issued	2014-08
dc.identifier	159425951
dc.identifier	1f668d08-b6fa-46f5-b38b-44099c132735
dc.identifier	000339983800036
dc.identifier	84905472495
dc.identifier	000339983800036
dc.identifier.citation	Davies , A T , Pickett , P M , Slawin , A M Z & Smith , A D 2014 , ' Asymmetric synthesis of tri- and tetrasubstituted trifluoromethyl dihydropyranones from alpha-aroyloxyaldehydes via NHC redox catalysis ' , ACS Catalysis , vol. 4 , no. 8 , pp. 2696-2700 . https://doi.org/10.1021/cs500667g	en
dc.identifier.issn	2155-5435
dc.identifier.other	ORCID: /0000-0002-2104-7313/work/36567507
dc.identifier.other	ORCID: /0000-0002-9527-6418/work/56862086
dc.identifier.uri	https://hdl.handle.net/10023/6984
dc.description	We thank the Royal Society for a University Research Fellowship (A.D.S.), and the European Research Council under the European Union’s Seventh Framework Programme (FP7/2007-2013) ERC Grant Agreement No. 279850 (A.T.D.).	en
dc.description.abstract	The asymmetric synthesis of tri- and tetrasubstituted trifluoromethyl dihydropyranones via an NHC-catalyzed redox process, introducing methyl, benzyl, and aryl substituents to the C(5) position, is presented. Their substrate-controlled derivatization into δ-lactones and cyclic hemiacetals containing stereogenic trifluoromethyl groups is also described.
dc.format.extent	5
dc.format.extent	1101778
dc.language.iso	eng
dc.relation.ispartof	ACS Catalysis	en
dc.subject	Asymmetric organocatalysis	en
dc.subject	N-heterocyclic carbenes	en
dc.subject	Cycloaddition	en
dc.subject	Trifluoromethyl	en
dc.subject	Dihydropyranones	en
dc.subject	Delta-lactones	en
dc.subject	Diels-alder reactions	en
dc.subject	One-pot synthesis	en
dc.subject	Enantioselective synthesis	en
dc.subject	Fused dihydropyranones	en
dc.subject	Medicinal chemistry	en
dc.subject	4+2 Cycloaddition	en
dc.subject	Aldehydes	en
dc.subject	Ketenes	en
dc.subject	Functionalization	en
dc.subject	QD Chemistry	en
dc.subject.lcc	QD	en
dc.title	Asymmetric synthesis of tri- and tetrasubstituted trifluoromethyl dihydropyranones from alpha-aroyloxyaldehydes via NHC redox catalysis	en
dc.type	Journal article	en
dc.contributor.institution	University of St Andrews. School of Chemistry	en
dc.contributor.institution	University of St Andrews. Biomedical Sciences Research Complex	en
dc.contributor.institution	University of St Andrews. EaSTCHEM	en
dc.identifier.doi	10.1021/cs500667g
dc.description.status	Peer reviewed	en
dc.date.embargoedUntil	2015-07-15

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