Boron and titanium azaenolates 2 and 4, generated at 0°C and -100°C, respectively, from the optically active chloromethyloxazoline 1, have been found to couple with aliphatic ketones in a highly diastereoselective fashion ending up with the formation of optically active oxazolinyl oxiranes 3. Less stereoselective was the reaction with aromatic ketones.

Highly stereoselective synthesis of optically active oxazolinyl oxiranes from azaenolates of a chiral 2-chloromethyloxazoline

CAPRIATI, Vito;LUISI, Renzo
2000-01-01

Abstract

Boron and titanium azaenolates 2 and 4, generated at 0°C and -100°C, respectively, from the optically active chloromethyloxazoline 1, have been found to couple with aliphatic ketones in a highly diastereoselective fashion ending up with the formation of optically active oxazolinyl oxiranes 3. Less stereoselective was the reaction with aromatic ketones.
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11586/128846
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