Issue 20, 1992

The remarkably high reactivity of α-cyano-α-fluorophenylacetyl chloride (CFPA–Cl) towards hindered nucleophiles in enantiomeric excess determination

Abstract

The reaction of PhCF(CN)COCl 2b with 3,3-dimethylbutan-2-ol 5 was found to proceed more than 500 times faster than that of PhCCF3(OMe)COCl (MTPA–Cl)1b, suggesting that the CFPA method should potentially lead to much less kinetic resolution than the currently much-used MTPA method in enantiometric excess determinations.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1992, 1514-1515

The remarkably high reactivity of α-cyano-α-fluorophenylacetyl chloride (CFPA–Cl) towards hindered nucleophiles in enantiomeric excess determination

Y. Takeuchi, N. Itoh and T. Koizumi, J. Chem. Soc., Chem. Commun., 1992, 1514 DOI: 10.1039/C39920001514

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