A convenient enantioselective synthesis of (S)-alpha-trifluoromethylisoserine |
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| Authors: | Avenoza Alberto Busto Jesús H Jiménez-Osés Gonzalo Peregrina Jesús M |
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| Affiliation: | Departamento de Química, Universidad de La Rioja, Grupo de Síntesis Química de La Rioja, U.A.-C.S.I.C., E-26006 Logro?o, Spain. alberto.avenoza@dq.unirioja.es |
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| Abstract: | [reaction: see text] This report describes two straightforward synthetic methodologies to obtain alpha-CF3-isoserine, a new alpha,alpha-disubstituted beta-amino acid, from alpha-(trifluoromethyl)acrylic acid. The routes involve the synthesis of five-membered cyclic sulfates (using sulfuryl chloride) or sulfamidates (using the Burgess reagent) from the corresponding chiral diols, which are obtained by a catalytic asymmetric dihydroxylation (AD) reaction. |
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