Isothiourea-catalyzed formal enantioselective conjugate addition of benzophenone imines to ß-fluorinated a,ß-unsaturated esters

Lapetaje, Jerson; Young, Claire M.; Shu, Chang; Smith, Andrew D.

Show simple item record

Files in this item

Name:: Lapetaje_2022_ChemComm_Isothiourea_CC.pdf
Size:: 3.504Mb
Format:: PDF

View/Open

Item metadata

dc.contributor.author	Lapetaje, Jerson
dc.contributor.author	Young, Claire M.
dc.contributor.author	Shu, Chang
dc.contributor.author	Smith, Andrew D.
dc.date.accessioned	2022-05-30T14:30:13Z
dc.date.available	2022-05-30T14:30:13Z
dc.date.issued	2022-06-21
dc.identifier.citation	Lapetaje , J , Young , C M , Shu , C & Smith , A D 2022 , ' Isothiourea-catalyzed formal enantioselective conjugate addition of benzophenone imines to ß-fluorinated a,ß-unsaturated esters ' , Chemical Communications , vol. 58 , no. 49 , pp. 6886-6889 . https://doi.org/10.1039/D2CC01936A	en
dc.identifier.issn	1359-7345
dc.identifier.other	PURE: 279680224
dc.identifier.other	PURE UUID: 446234c0-a86d-4e97-a621-a93482b40ad8
dc.identifier.other	ORCID: /0000-0002-2104-7313/work/113703527
dc.identifier.other	Scopus: 85131888019
dc.identifier.other	WOS: 000802812100001
dc.identifier.uri	https://hdl.handle.net/10023/25469
dc.description	The DOST-SEI and DOST-Foreign Graduate Scholarship Program of the Philippines are thanked for a PhD scholarship (J. E. L) and the Royal Society for a Newton Fellowship (C. S.).	en
dc.description.abstract	The isothiourea-catalyzed formal enantioselective conjugate addition of 2-hydroxybenzophenone imine derivatives to α,β-unsaturated para-nitrophenyl esters has been developed. Investigations of the scope and limitations of this procedure showed that β-electron withdrawing substituents within the α,β-unsaturated ester component was necessary for good product yield, giving rise to a range of β-imino ester and amide derivatives in moderate to good isolated yields with excellent enantioselectivity (20 examples, up to 81% yield and 97:3 er).
dc.format.extent	4
dc.language.iso	eng
dc.relation.ispartof	Chemical Communications	en
dc.rights	Copyright © The Author(s). Open Access Article. This article is licensed under aCreative Commons Attribution 3.0 Unported Licence.	en
dc.subject	QD Chemistry	en
dc.subject	DAS	en
dc.subject	MCC	en
dc.subject.lcc	QD	en
dc.title	Isothiourea-catalyzed formal enantioselective conjugate addition of benzophenone imines to ß-fluorinated a,ß-unsaturated esters	en
dc.type	Journal article	en
dc.contributor.sponsor	The Royal Society	en
dc.description.version	Publisher PDF	en
dc.contributor.institution	University of St Andrews. School of Chemistry	en
dc.contributor.institution	University of St Andrews. Institute of Behavioural and Neural Sciences	en
dc.identifier.doi	https://doi.org/10.1039/D2CC01936A
dc.description.status	Peer reviewed	en
dc.identifier.grantnumber	NF161549	en

This item appears in the following Collection(s)

University of St Andrews Research

Show simple item record