Organocatalytic Synthesis of <i>N</i>-Phenylisoxazolidin-5-ones and a One-Pot Synthesis of β-Amino Acid Esters
Organic LettersPublished 5 February 2008
Jayasree Seayad, Pranab K. Patra, Yugen Zhang, Jackie Y. Ying
Citations108
SJR quartileQ1
SJR score1.24
SNIP1.03
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TL;DR
A novel N-heterocyclic carbene (NHC)-catalyzed C-N bond formation by the reaction of alpha,beta-unsaturated aldehydes and nitrosobenzene to N-phenylisoxazolidin-5-ones leads to protected beta-amino acid esters.
Abstract
A novel N-heterocyclic carbene (NHC)-catalyzed C-N bond formation by the reaction of alpha,beta-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 beta-amino acid esters.
Keywords
Chemistry
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