THE N-N BOND AS A CHIRAL AXIS - 3-(DIACYLAMINO)QUINAZOLIN-4(3H)ONES AS CHIRAL ACYLATING AGENTS

Authors
ATKINSON RS BARKER E PRICE CJ RUSSELL DR
Citation
Rs. Atkinson et al., THE N-N BOND AS A CHIRAL AXIS - 3-(DIACYLAMINO)QUINAZOLIN-4(3H)ONES AS CHIRAL ACYLATING AGENTS, Journal of the Chemical Society, Chemical Communications, (10), 1994, pp. 1159-1160
Citations number
3
Categorie Soggetti
Chemistry
Journal title
Journal of the Chemical Society, Chemical Communications → ACNP
ISSN journal
00224936
Issue
10
Year of publication
1994
Pages
1159 - 1160
Database
ISI
SICI code
0022-4936(1994):10<1159:TNBAAC>2.0.ZU;2-F
Abstract
Two diastereoisomers of 3-(diacylamino)quinazolinone 5 are separated a nd identified by crystal structure determinations which confirm; the p resence of an N-N chiral axis: one diastereoisomer of enantiopure 8 re acts with racemic 1-phenylethylamine exclusively at the 2-acetoxypropa noyl imide carbonyl group and with kinetic resolution to give a 3.6:1 ratio of diastereoisomers of 10.