A Convenient Enantioselective Synthesis of (S)-alfa-Trifluoromethylisoserine
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Universidad de La Rioja
info
ISSN: 0022-3263
Année de publication: 2005
Volumen: 70
Número: 14
Pages: 5721-5724
Type: Article
D'autres publications dans: Journal of Organic Chemistry
Résumé
This report describes two straightforward synthetic methodologies to obtain α-CF3-isoserine, a new α,α-disubstituted β-amino acid, from α-(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. © 2005 American Chemical Society.