Current Organic Synthesis

L.-N. He
Nankai University
Tianjin
P.R. China

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The Asymmetric Pictet – Spengler Reaction

Author(s): Michael Lorenz, Michael L. Van Linn and James M. Cook

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

Abstract:

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.

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

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Article Details

VOLUME: 7
ISSUE: 3
Page: [189 - 223]
Pages: 35
DOI: 10.2174/157017910791163011
Price: $58