A highly stereoselective organocatalytic α-alkylation of 2-arylacetaldehydes with a commercially available carbenium tetrafluoroborate is described. The stereoselective alkylation was carried out in acetonitrile/water, under air in the presence of a commercially available imidazolidinone (MacMillan's catalyst). Key intermediates for the synthesis of bisabolanes were obtained through a simple chemistry. In particular a direct, enantioselective and facile synthesis of (R)-(-)-curcumene is described
Andrea Gualandi, Pietro Canestrari, Enrico Emer, Pier Giorgio Cozzi (2014). A Straightforward Organocatalytic Alkylation of 2-Arylacetaldehydes: An Approach towards Bisabolanes. ADVANCED SYNTHESIS & CATALYSIS, 356(2-3), 528-536 [10.1002/adsc.201300250].
A Straightforward Organocatalytic Alkylation of 2-Arylacetaldehydes: An Approach towards Bisabolanes
GUALANDI, ANDREA;COZZI, PIER GIORGIO
2014
Abstract
A highly stereoselective organocatalytic α-alkylation of 2-arylacetaldehydes with a commercially available carbenium tetrafluoroborate is described. The stereoselective alkylation was carried out in acetonitrile/water, under air in the presence of a commercially available imidazolidinone (MacMillan's catalyst). Key intermediates for the synthesis of bisabolanes were obtained through a simple chemistry. In particular a direct, enantioselective and facile synthesis of (R)-(-)-curcumene is describedI documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
