Issue 10, 1994

The N–N bond as a chiral axis: 3-(diacylamino)quinazolin-4(3H)ones as chiral acylating agents

Abstract

Two diasteroisomers of 3-(diacylamino)quinazolinone 5 are separated and identified by crystal structure determinations which confirm the presence of an N–N chiral axis: one diastereoisomer of enantiopure 8 reacts with racemic 1-phenylethylamine exclusively at the 2-acetoxypropanoyl imide carbonyl group and with kinetic resolution to give a 3.6 : 1 ratio of diastereoisomers of 10.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1994, 1159-1160

The N–N bond as a chiral axis: 3-(diacylamino)quinazolin-4(3H)ones as chiral acylating agents

R. S. Atkinson, E. Barker, C. J. Price and D. R. Russell, J. Chem. Soc., Chem. Commun., 1994, 1159 DOI: 10.1039/C39940001159

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