A new method for production of chiral 2-aryloxypropanoic acids using effective kinetic resolution of racemic 2-aryloxycarboxylic acids
We report a novel method for the preparation of 2-aryloxypropanoic acids by kinetic resolution of racemic 2-aryloxypropanoic acids using enantioselective esterification. The usage of pivalic anhydride (Piv2O) as an activating agent, bis(a-naphthyl)methanol ((α-Np)2CHOH) as an achiral alcohol, and (+)-benzotetramisole ((+)-BTM) as a chiral acyl-transfer catalyst enables the effective separation of various racemic 2-aryloxypropanoic acids to afford optically active carboxylic acids and the corresponding esters with high enantioselectivities. Furthermore, theoretical calculations of the transition states required to form the chiral esters successfully proved the enantiomer recognition mechanism of the asymmetric esterification.
Novel chiral lipoxygenase substrates: Design and synthesis. Part 2
A series of novel lipoxygenase substrates carrying a spacing modifier with a non-ionic hydroxyl terminus have been synthesized in an enantioselective fashion. One of the methylene hydrogens (flanked by the cis,cis-pentadienyl moiety) is replaced by alkyl,
Yadav,Nanda
p. 3223 - 3234
(2007/10/03)
Fluorinated Lactic Acids: Easily Accessible Reagents for the Analysis of Chiral Compounds by (19)F NMR Spectroscopy. (19)F NMR Separation of the Eight Isomers of Menthol
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Heumann, Andreas,Faure, Robert
p. 1276 - 1279
(2007/10/02)
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