Catalytic Asymmetric Pictet-Spengler Reaction

Seayad, Jayasree; Seayad, Abdul Majeed; List, Benjamin

doi:10.1021/ja057444l

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Catalytic Asymmetric Pictet-Spengler Reaction

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Seayad, Jayasree
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Seayad, Abdul Majeed
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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List, Benjamin
Research Department List, Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Seayad, J., Seayad, A. M., & List, B. (2006). Catalytic Asymmetric Pictet-Spengler Reaction. Journal of the American Chemical Society, 128(4), 1086-1087. doi:10.1021/ja057444l.

Cite as: https://hdl.handle.net/11858/00-001M-0000-0014-A470-9

Abstract

A catalytic asymmetric Pictet−Spengler reaction has been developed, wherein treating substituted tryptamines with an aldehyde in the presence of a catalytic amount of a chiral phosphoric acid provides the corresponding tetrahydro-β-carboline derivatives in high yields and enantiomeric excesses. The reaction works well with both aliphatic and aromatic aldehydes.