Submit Manuscript  

Article Details

PEG-Solvent System for L-proline Catalyzed Wieland - Miescher Ketone Synthesis

[ Vol. 1 , Issue. 1 ]


Vivek Srivastava   Pages 2 - 6 ( 5 )


The Wieland-Miescher ketone 4 serves as starting material for a wide range of natural product synthesis.This procedure represents one of the most efficient method for the synthesis of Wieland - Miescher ketone 4 with 1 mol% catalyst loading. PEG (400) mediated proline was used as catalyst to achieve the Wieland - Miescher ketone 4 via a nonselective conjugated addition reaction tailed by an enantioselective intermolecular Aldol condensation reaction of triketone 3 intermediate. All the reaction products were well characterized by sophisticated analytical techniques such as NMR, FTIR, HPLC, HRMS etc. Short reaction time, 8 times recycling of the catalyst, good yield (90%) and selectivity (99% ee) are the major outcomes of this proposed protocol.


Amino acid, asymmetric synthesis, biologically active molecules, catalyst recycling, immobilized catalysis, ionic liquid, L-proline, PEG (400), organocatalysis, polymeric immobilization, wieland-miescher ketone.


Natural Science: Chemistry, NIIT University, NH-8 Delhi-Jaipur Highway, Neemrana, Distt. Alwar, Rajasthan, India.

Graphical Abstract:

Read Full-Text article