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Acid-catalysed ring-opening of N-(3,4-dihydro-4-oxoquinazolin-3-yl)-substituted aziridines: Aziridine ring-opening with retention of configuration

Acid-catalysed ring-opening of N-(3,4-dihydro-4-oxoquinazolin-3-yl)-substituted aziridines: Aziridine ring-opening with retention of configuration

Tetrahedron Letters 39(24): 4377-4380

The presence of the quinazolin-4(3H)-one (Q) ring in 1-(Q)-2-vinylaziridine (2) can be used to control the stereochemistry of the 3-membered ring-opening; participation by the quinazolinone carbonyl oxygen brings about ring-opening with retention of configuration.

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Accession: 008096979

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DOI: 10.1016/s0040-4039(98)00705-9

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