A Recyclable Chiral 2‐(Triphenylmethyl)pyrrolidine Organocatalyst Anchored to [60]Fullerene. Issue 12 (12th April 2019)

• Record Type: Journal Article
• Authors: Rosso, Cristian; Emma, Marco G.; Martinelli, Ada; Lombardo, Marco; Quintavalla, Arianna; Trombini, Claudio; Syrgiannis, Zois; Prato, Maurizio
• Is Part Of: Advanced synthesis & catalysis. Volume 361:Issue 12(2019)
• Page Start: 2936
• Page End: 2944
• Publication Date: 2019-04-12
• Subjects: Enantioselective organocatalysis -- [60]Fullerene -- Supported trityl-pyrrolidine -- Michael addition -- Catalyst recycling; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201900009
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: Hybridization of a chiral 3‐hydroxy‐2‐trityl‐pyrrolidine deriving from ( R )‐pyrrolidinol with [60]fullerene via click chemistry provides a highly efficient supported enantioselective organocatalyst, which was successfully exploited in a Michael addition of malonates to cinnamaldehydes, via iminium ion activation. The supported organocatalyst was recycled up to six times, with only a moderate decrease in terms of activity and with no loss in enantioselectivity. Abstract :