Thiourea-Catalyzed Enantioselective Iso-Pictet-Spengler Reactions

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Thiourea-Catalyzed Enantioselective Iso-Pictet-Spengler Reactions

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Title: Thiourea-Catalyzed Enantioselective Iso-Pictet-Spengler Reactions
Author: Lee, Yunmi; Klausen, Rebekka S.; Jacobsen, Eric N.

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Citation: Lee, Yunmi, Rebekka S. Klausen, and Eric N. Jacobsen. 2011. Thiourea-catalyzed enantioselective Iso-Pictet Spengler reactions. Organic Letters 13(20): 5564-5567.
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Abstract: A one-pot condensation of isotryptamines and aldehydes that affords enantiomerically enriched 4-substituted tetrahydro-\(\gamma\)-carbolines is reported. The reaction is induced by a chiral thiourea/benzoic acid dual catalyst system. Purification of the N-Boc-protected products by trituration or crystallization provides the optically pure tetrahydro-\(\gamma\)-carboline derivatives in a scalable and highly practical procedure.
Published Version: doi:10.1021/ol202300t
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