The synthesis of spiro compounds through a Michael– Michael–aldol reaction is reported. The reaction affords spiropyrazolone derivatives in good yields, in almost diastereoand enantiopure form, and is catalyzed by diphenylprolinol derivatives. The reaction showed strong nonlinear effects. Remarkably, when a catalyst with 70% ee is used, the reaction still affords the final spiro compound in almost diastereoand enantiopure form.
A-N. R. Alba, A. Zea, G. Valero, T. Calbet, M. Font-Bardía, A. Mazzanti, et al. (2011). Highly Stereoselective Synthesis of Spiropyrazolones. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011(7), 1318-1325 [10.1002/ejoc.201001452].
Highly Stereoselective Synthesis of Spiropyrazolones
MAZZANTI, ANDREA;
2011
Abstract
The synthesis of spiro compounds through a Michael– Michael–aldol reaction is reported. The reaction affords spiropyrazolone derivatives in good yields, in almost diastereoand enantiopure form, and is catalyzed by diphenylprolinol derivatives. The reaction showed strong nonlinear effects. Remarkably, when a catalyst with 70% ee is used, the reaction still affords the final spiro compound in almost diastereoand enantiopure form.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
