1099592-57-0Relevant academic research and scientific papers
Organocatalytic asymmetric alkylation of aldehydes by SNreaction of alcohols
Cozzi, Pier Giorgio,Benfatti, Fides,Zoli, Luca
supporting information; experimental part, p. 1313 - 1316 (2009/06/30)
Work-alcoholic! The elusive enantioselective catalytic α-alkylation of aldehydes, a widely sought transformation, was brought to execution by the use of alcohols capable of forming stabilized carbocations (see scheme, TFA=trifluoroacetic acid).
Proline-catalyzed asymmetric formal α-alkylation of aldehydes via vinylogous iminium ion intermediates generated from arylsulfonyl indoles
Shaikh, Rafik R.,Mazzanti, Andrea,Petrini, Marino,Bartoli, Giuseppe,Melchiorre, Paolo
supporting information; experimental part, p. 8707 - 8710 (2009/05/15)
(Chemical Equation Presented) Proline strikes again: The intermolecular enamine-catalyzed asymmetric formal a-alkylation of aldehydes is described. Alkylating reagent 1 generates a highly stabilized carbocation, which can readily intercept the enamine intermediate. L-Proline proved to be the best catalyst, providing an easy route to relevant 3-indolyl derivatives 2 with high diastereo-and enantiocontrol.
