Anhydrides as α,β-unsaturated acyl ammonium precursors : isothiourea-promoted catalytic asymmetric annulation processes

Robinson, Emily R. T.; Fallan, Charlene; Simal, Carmen; Slawin, Alexandra M. Z.; Smith, Andrew D.

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dc.contributor.author	Robinson, Emily R. T.
dc.contributor.author	Fallan, Charlene
dc.contributor.author	Simal, Carmen
dc.contributor.author	Slawin, Alexandra M. Z.
dc.contributor.author	Smith, Andrew D.
dc.date.accessioned	2013-07-31T23:49:26Z
dc.date.available	2013-07-31T23:49:26Z
dc.date.issued	2013
dc.identifier	61811299
dc.identifier	f82782d8-0c2b-425a-a510-aa7266e8ef87
dc.identifier	000316966500034
dc.identifier	84875792521
dc.identifier.citation	Robinson , E R T , Fallan , C , Simal , C , Slawin , A M Z & Smith , A D 2013 , ' Anhydrides as α,β-unsaturated acyl ammonium precursors : isothiourea-promoted catalytic asymmetric annulation processes ' , Chemical Science , vol. 4 , pp. 2193-2200 . https://doi.org/10.1039/c3sc50199j	en
dc.identifier.issn	2041-6520
dc.identifier.other	ORCID: /0000-0002-2104-7313/work/36567524
dc.identifier.other	ORCID: /0000-0002-9527-6418/work/56861800
dc.identifier.uri	https://hdl.handle.net/10023/3901
dc.description.abstract	The asymmetric annulation of a range of alpha,beta-unsaturated acyl ammonium intermediates, formed from isothiourea HBTM 2.1 and anhydrides with either 1,3-dicarbonyls, beta-ketoesters or azaaryl ketones gives either functionalised esters (upon ring opening), dihydropyranones or dihydropyridones in good yields (up to 93%) and high enantioselectivity (up to 97% ee).
dc.format.extent	8
dc.format.extent	326274
dc.language.iso	eng
dc.relation.ispartof	Chemical Science	en
dc.subject	Bicyclic-beta-lactones	en
dc.subject	Secondary benzylic alcohols	en
dc.subject	Dynamic kinetic resolution	en
dc.subject	N-heterocyclic carbenes	en
dc.subject	Silyl ketene acetals	en
dc.subject	Lewis-base catalysis	en
dc.subject	Enantioselective synthesis	en
dc.subject	QD Chemistry	en
dc.subject.lcc	QD	en
dc.title	Anhydrides as α,β-unsaturated acyl ammonium precursors : isothiourea-promoted catalytic asymmetric annulation processes	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	10.1039/c3sc50199j
dc.description.status	Peer reviewed	en

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