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Organocatalytic Synthesis of N-Phenylisoxazolidin-5-ones and a One-Pot Synthesis of β-Amino Acid Esters

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journal contribution
posted on 06.03.2008, 00:00 by Jayasree Seayad, Pranab Kumar Patra, Yugen Zhang, Jackie Y. Ying
A novel N-heterocyclic carbene (NHC)-catalyzed C−N bond formation by the reaction of α,β-unsaturated aldehydes and nitrosobenzene to N-phenylisoxazolidin-5-ones, followed by an acid-catalyzed esterification and Bamberger-like rearrangement in a mild one-pot protocol leads to N-p-methoxyphenyl (N-PMP) protected β-amino acid esters.

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