We 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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Article Synopsis
- A new Ni-PyBisulidine complex has been created to improve the process of asymmetric hydrophosphonylation, which is a chemical reaction involving aldehydes.
- Various types of aldehydes, including aromatic and aliphatic, can be effectively used in this reaction.
- The resulting α-hydroxy phosphonates are produced with very high efficiency, achieving yields of up to 99% and enantiomeric excess (ee) up to 97%.
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