Syntheses and Cytotoxicity of (R)- and (S)-7-Methoxycryptopleurine

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dc.contributorCatálisis Estereoselectiva en Síntesis Orgánica (CESO)es
dc.contributorSíntesis Asimétrica (SINTAS)es
dc.contributor.authorAnton-Torrecillas, Cintia-
dc.contributor.authorBosque, Irene-
dc.contributor.authorGonzalez-Gomez, Jose C.-
dc.contributor.authorLoza, María Isabel-
dc.contributor.authorBrea, José-
dc.contributor.otherUniversidad de Alicante. Departamento de Química Orgánicaes
dc.contributor.otherUniversidad de Alicante. Instituto Universitario de Síntesis Orgánicaes
dc.identifier.citationJournal of Organic Chemistry. 2015, 80(2): 1284-1290. doi:10.1021/jo502660res
dc.identifier.issn0022-3263 (Print)-
dc.identifier.issn1520-6904 (Online)-
dc.description.abstractTwo efficient protocols are described for the transformation of a key chiral homoallyllic sulfinamine intermediate in four steps into enantioenriched 7-methoxycryptopleurine. While one of the protocols relied on a rhodium catalyzed linear hydroformylation process, the alternative approach was based on a ring-closing metathesis from the corresponding N-allyl-sulfinamine. The cytotoxic evaluation of both enantiomers of the target compound demonstrated that the (R)-compound is much more potent than its antipode against the four cancer cell lines
dc.description.sponsorshipWe thank the Spanish Ministerio de Ciencia e Innovación (CTQ2011-24165) for financial support. I.B. acknowledges the Generalitat Valenciana for a postdoctoral fellowship (ACIF/2011/159). C.A.-T. thanks the ISO for a
dc.publisherAmerican Chemical Societyes
dc.rightsCopyright © 2015 American Chemical Societyes
dc.subject.otherQuímica Orgánicaes
dc.titleSyntheses and Cytotoxicity of (R)- and (S)-7-Methoxycryptopleurinees
Appears in Collections:INV - CESO - Artículos de Revistas
INV - SINTAS - Artículos de Revistas

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