A novel organocatalytic triple cascade that allows the stereoselective construction of all-carbon quaternary sterogenic centers in complex organic molecules has been disclosed. The method provides a flexible and direct access to cyclohexene carbaldehydes with three or four stereogenic carbon atoms with high diastereomeric and complete enantiomeric control, and can be extended to the preparation of enantiopure cyclohexanes with five chiral centers and two quaternary carbons.
O. Penon, A. Carlone, A. Mazzanti, M. Locatelli, L. Sambri, G. Bartoli, et al. (2008). Quaternary Stereogenic Carbons in Complex Molecules by an Asymmetric, Organocatalytic, Triple Cascade Reaction. CHEMISTRY-A EUROPEAN JOURNAL, 14, 4788-4791 [10.1002/chem.200800440].
Quaternary Stereogenic Carbons in Complex Molecules by an Asymmetric, Organocatalytic, Triple Cascade Reaction
CARLONE, ARMANDO;MAZZANTI, ANDREA;LOCATELLI, MANUELA;SAMBRI, LETIZIA;BARTOLI, GIUSEPPE;MELCHIORRE, PAOLO
2008
Abstract
A novel organocatalytic triple cascade that allows the stereoselective construction of all-carbon quaternary sterogenic centers in complex organic molecules has been disclosed. The method provides a flexible and direct access to cyclohexene carbaldehydes with three or four stereogenic carbon atoms with high diastereomeric and complete enantiomeric control, and can be extended to the preparation of enantiopure cyclohexanes with five chiral centers and two quaternary carbons.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
