Abstract
AbstractAsymmetric hydrophosphonylation of carbonyl compounds to generate a variety of optically pure quaternary α‐hydroxy phosphonate molecules is herein described by thiourea‐derived bifunctional phosphonium salt catalysis. This new synthetic protocol has an excellent functional group tolerance, and particularly both aromatic, heteroaromatic and aliphatic α‐ketoesters and 1,2‐diketones were readily transferred into phosphonate products in high yields (up to 99 %) with excellent enantioselectivities (up to 97 % ee). The mechanistic results suggested that both ion pair and hydrogen‐bonding interactions were crucial in asymmetric induction.
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