Organocatalytic enantioselective hydrophosphonylation of aldehydes
2013; Royal Society of Chemistry; Volume: 12; Issue: 8 Linguagem: Inglês
10.1039/c3ob42403k
ISSN1477-0539
AutoresJuan V. Alegre‐Requena, Eugenia Marqués‐López, Pablo J. Sanz Miguel, Raquel P. Herrera,
Tópico(s)Synthesis and Reactivity of Sulfur-Containing Compounds
ResumoWe 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.
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