Enamine activation concept has been successfully extended to the asymmetric introduction of Selenium-based compounds into aldehydes. The main features of this novel organocatalytic transformation rely on the high levels of reaction efficiency and stereocontrol (ee ranging from 95% to 99%) obtained using easily available chiral secondary amines along with the high synthetic utility of the chiral alfa-seleno aldehydes, versatile chiral intermediates for a variety of different synthetic transformations.
M. Tiecco, A. Carlone, S. Sternativo, F. Marini, G. Bartoli, P. Melchiorre (2007). Organocatalytic Asymmetric α-Selenenylation of Aldehydes. ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, 46, 6882-6885 [10.1002/anie.200702318].
Organocatalytic Asymmetric α-Selenenylation of Aldehydes
CARLONE, ARMANDO;BARTOLI, GIUSEPPE;MELCHIORRE, PAOLO
2007
Abstract
Enamine activation concept has been successfully extended to the asymmetric introduction of Selenium-based compounds into aldehydes. The main features of this novel organocatalytic transformation rely on the high levels of reaction efficiency and stereocontrol (ee ranging from 95% to 99%) obtained using easily available chiral secondary amines along with the high synthetic utility of the chiral alfa-seleno aldehydes, versatile chiral intermediates for a variety of different synthetic transformations.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
