Abstract

An efficient method for the construction of chiral C-P bond via an enantioselective 1,2-hydrophosphenylation followed by an oxa-Michael addition cascade of ortho-formyl chalcones has been developed. This provides the diastereoenriched ( cis)-1,3-dihydroisobenzofuryl phosphonates with excellent enantioselectivities (up to >99%). The origin of enantio- and diastereoselectivity is induced by using a chiral bifunctional organocatalyst. Further, functionalization to highly enantioselective 3-substituted phthalides has also been demonstrated.

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