A convenient enantioselective synthesis of (S)-alpha-trifluoromethylisoserine

作者:Avenoza A; Busto JH; Jimenez Oses G; Peregrina JM*
来源:Journal of Organic Chemistry, 2005, 70(14): 5721-5724.
DOI:10.1021/jo0505371

摘要

This report describes two straightforward synthetic methodologies to obtain alpha-CF(3)-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.

  • 出版日期2005-7-8