Diastereo-selectivity in diels–alder cycloadditions of erythrose benzylidene-acetal 1,3-Butadienes with maleimides

doi:10.1055/s-0031-1289785

Utilize este identificador para referenciar este registo: https://hdl.handle.net/1822/22057

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Campo DC	Valor	Idioma
dc.contributor.author	Salgueiro, D. A. L.	-
dc.contributor.author	Duarte, Vera C. M.	-
dc.contributor.author	Sousa, Cristina	-
dc.contributor.author	Alves, M. José	-
dc.contributor.author	Fortes, A. Gil	-
dc.date.accessioned	2012-12-21T18:24:28Z	-
dc.date.available	2012-12-21T18:24:28Z	-
dc.date.issued	2012	-
dc.identifier.issn	0936-5214	por
dc.identifier.uri	https://hdl.handle.net/1822/22057	-
dc.description.abstract	Maleimides were combined with D-erythrose benzylidene-acetal 1,3-butadienes 1 and 2 to study the facial selectivity of the Diels-Alder cycloadditions. The selectivity was found to be from moderate to good. The reaction diastereotopicity can be reversed with the temperature. Simultaneous coordination of diene 1, having a free hydroxyl group, and maleimide 3 to a chiral bimetallic Lewis acid catalyst (LACASA-DA reaction) occurs with complete diastereo-control to give a single adduct, using an extra chiral inductor either R- or S-BINOL.	-
dc.description.sponsorship	Thanks are due to FCT for project funding PTDC/QUI/67407/2006 and FCT and FEDER for funding the NMR spectrometer Bruker Avance III 400 as part of the National NMR Network. V. C. M. D. also thanks for PhD grant (SFRH/BD/61290/2009).	por
dc.language.iso	eng	por
dc.publisher	Georg Thieme Verlag	por
dc.relation	info:eu-repo/grantAgreement/FCT/5876-PPCDTI/67407/PT	-
dc.rights	openAccess	por
dc.subject	maleimides	por
dc.subject	D-erythrose benzylidene-acetal 1,3-butadiene	por
dc.subject	Diels-Alder cycloaddition	por
dc.subject	selectivity	por
dc.title	Diastereo-selectivity in diels–alder cycloadditions of erythrose benzylidene-acetal 1,3-Butadienes with maleimides	por
dc.type	article	por
dc.peerreviewed	yes	por
sdum.publicationstatus	published	por
oaire.citationStartPage	1765	por
oaire.citationEndPage	1768	por
oaire.citationIssue	12	por
oaire.citationTitle	Synlett	por
oaire.citationVolume	23	por
dc.identifier.doi	10.1055/s-0031-1289785	por
dc.subject.wos	Science & Technology	por
sdum.journal	Synlett	por
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