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Diols and their derivatives, readily available from cinnamate esters by the Sharpless asymmetric dihydroxylation (AD) reaction, react with acetonitrile in the presence of an acid affording the corresponding β-amino-α-hydroxyacid derivatives. In combination with the AD reaction, this method provides an efficient entry to various phenylisoserine derivatives on multigram scale.

Reaction of α, β-dihydroxydihydrocinnamic esters with acetonitrile: a new approach to β-amino-α-hydroxydihydrocinnamic acids