Chiral Thioureas Promote Enantioselective Pictet-Spengler Cyclization by Stabilizing Every Intermediate and Transition State in the Carboxylic Acid-Catalyzed Reaction
An investigation of the mechanism of benzoic acid/thiourea co-catalysis in the asymmetric Pictet-Spengler reaction is reported. Kinetic, computational, and structure-activity relationship studies provide evidence that rearomatization via deprotonation of
Klausen, Rebekka S.,Kennedy, C. Rose,Hyde, Alan M.,Jacobsen, Eric N.
The development of one-pot imine formation and asymmetric Pictet-Spengler reactions cocatalyzed by a chiral thiourea and benzoic acid is described. Optically active tetrahydro-β-carbolines, ubiquitous structural motifs in biologically active natural produ
Klausen, Rebekka S.,Jacobsen, Eric N.
supporting information; experimental part
p. 887 - 890
(2009/07/25)
More Articles about upstream products of 1236262-83-1