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Double diastereoselection in anti aldol reactions mediated by dicyclohexylchloroborane between an L-erythrulose derivative and chiral aldehydes

dc.contributor.authorDiaz-Oltra, Santiago
dc.contributor.authorRuiz, Purificación
dc.contributor.authorFalomir, Eva
dc.contributor.authorMurga, Juan
dc.contributor.authorCarda, Miguel
dc.contributor.authorMarco, J. Alberto
dc.date.accessioned2013-07-04T09:23:07Z
dc.date.available2013-07-04T09:23:07Z
dc.date.issued2012
dc.identifier.citationDíaz-Oltra, S., Ruiz, P., Falomir, E., Murga, J., Carda, M., & Marco, J. A. (2012). Double diastereoselection in anti aldol reactions mediated by dicyclohexylchloroborane between an l-erythrulose derivative and chiral aldehydes. Organic & Biomolecular Chemistry, 10(34), 6937-6944.ca_CA
dc.identifier.issn1477-0520
dc.identifier.issn1477-0539
dc.identifier.urihttp://hdl.handle.net/10234/69501
dc.description.abstractAnti aldol reactions of an L-erythrulose derivative with several α-chiral aldehydes mediated by dicyclohexylboron chloride are examined. Good yields and stereoselectivities are observed. The results are best explained when the reactions are assumed to occur via boat-like transition states with minimization of 1,3-allylic strain and avoidance of syn pentane interactions.ca_CA
dc.format.extent8 p.ca_CA
dc.format.mimetypeapplication/pdfca_CA
dc.language.isoengca_CA
dc.publisherRoyal Society of Chemistryca_CA
dc.relation.isPartOfOrganic & Biomolecular Chemistry (2012) 10(34)ca_CA
dc.rights© 2012 The Royal Society of Chemistry.ca_CA
dc.rights.urihttp://rightsstatements.org/vocab/InC/1.0/*
dc.subjectAldol reactionca_CA
dc.subjectTransition statesca_CA
dc.subjectDiastereoselectionca_CA
dc.subjectChiral aldehydeca_CA
dc.subjectParaffinsca_CA
dc.titleDouble diastereoselection in anti aldol reactions mediated by dicyclohexylchloroborane between an L-erythrulose derivative and chiral aldehydesca_CA
dc.typeinfo:eu-repo/semantics/articleca_CA
dc.identifier.doihttp://dx.doi.org/10.1039/C2OB25803J
dc.rights.accessRightsinfo:eu-repo/semantics/openAccessca_CA
dc.relation.publisherVersionhttp://pubs.rsc.org/en/Content/ArticleLanding/2012/OB/c2ob25803jca_CA


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