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Organocatalytic enantioselective hydrophosphonylation of aldehydes

AuthorsAlegre-Requena, Juan V. ; Marqués-López, Eugenia ; Sanz Miguel, Pablo J. ; Herrera, Raquel P.
Issue Date2014
PublisherRoyal Society of Chemistry (UK)
CitationOrganic and Biomolecular Chemistry 12(8): 1258-1264 (2014)
AbstractWe report our results concerning the first squaramide-catalysed hydrophosphonylation of aldehydes. In all cases, the reactions proceeded smoothly and cleanly under mild reaction conditions rendering final α-hydroxy phosphonates in very good yields and high enantioselectivities. It is one of the few organocatalytic examples of this reaction using aldehydes. It is the first time that diphenylphosphite (1e) has been successfully employed in a chiral Pudovik reaction with aldehydes, in contrast to the dialkylphosphites used in previously published procedures, extending the generality of this asymmetric methodology. © 2014 The Royal Society of Chemistry.
Publisher version (URL)http://dx.doi.org/10.1039/C3OB42403K
Identifiersdoi: 10.1039/C3OB42403K
issn: 1477-0520
e-issn: 1477-0539
Appears in Collections:(ISQCH) Artículos
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