Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 14, Pages 5721-5724Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0505371
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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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