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The Asymmetric Pictet – Spengler Reaction

[ Vol. 7 , Issue. 3 ]


Michael Lorenz, Michael L. Van Linn and James M. Cook   Pages 189 - 223 ( 35 )


Recent advances via internal and external asymmetric induction in the asymmetric Pictet – Spengler reaction employed in the synthesis of indole alkaloids are described. Mechanistic studies on the diastereoselectivity, important reaction intermediates, possible mechanisms of the cis to trans isomerization, as well as recent organocatalytic approaches have been highlighted.


Asymmetric Pictet, –, Spengler reaction, diastereoselective, enantioselective, indole alkaloids, organocatalysis, spiroindolenine


Department of Chemistry and Biochemistry, University of Wisconsin-Milwaukee, Milwaukee, Wisconsin 53201, USA.

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