Kinetic Resolution

Nonenzymatic kinetic resolution of racemic β-hydroxyalkanephosphonates with a chiral copper catalyst

“…On the other hand, p-TsCl and ClP(O)(OEt) 2 did not react with (Entries 18 and 19). MeCN 24 32 68 17 2 6 DMF 0 ->99 --7 DMSO 0 ->99 --8 acetone 14 19 71 13 2 13 benzene 22 59 75 24 5 14 toluene 30 34 70 24 3 15 mesitylene 12 61 75 22 5 16 CH 2 Cl 2 32 80 66 28 12 17 CHCl 3 25 72 57 22 8 18 CCl 4 20 60 77 23 [4][5][6][7][8][9]. On the other hand, diisopropylethylamine (DIPEA) gave (S)-2a(2-FBz) with low yield and selectivity (Entry 10).…”

Photolysis of an asymmetrically substituted diazene in solution and in the crystalline state

“…11, 15, 20. the stereoselectivity factor (s factor), 21 could be derived from the observed enantiomeric excess (ee) values in 4 based on eqn (3). The stereoselectivity factor (s), is a quantitative measure (corrected for the extent of conversion) of the relative reaction rates for the two stereoisomers in question (eqn (3)).…”

High-performance liquid chromatography for analytical and small-scale preparative separation of (R,S)-mexiletine using (S)-(—)-(N)-trifluoroacetyl-prolyl chloride and (1S)-(—)-camphanic chloride and recovery of native enantiomer by detagging

“…Kinetic resolution of pharmaceutically active compounds, containing amino or alcoholic group, by reaction with anhydride of optically active acids has been reported [7]. Literature showed that acid chloride-based chiral derivatizing reagents, such as (S)-naproxen acyl chloride [8] and N-tosyl-(S)-prolyl chloride [9], have been used for kinetic resolution of secondary amino group containing pharmaceuticals of fluoroquinolone series.…”

“…Different rates of reaction of enantiomers with certain chiral derivatizing reagents (CDRs) and/or catalyst are known to lead to kinetic resolution of a racemic mixture [6,7]. Kinetic resolution of pharmaceutically active compounds, containing amino or alcoholic group, by reaction with anhydride of optically active acids has been reported [7].…”