Highly enantioenriched indolizinone and quinolizinone products are obtained in the thiourea-catalyzed cyclization of tryptamine-derived hydroxylactams. Substituent and counterion effect studies point to a novel mechanism of catalysis involving rate-limiting anion abstraction and binding by the thiourea. Copyright © 2007 American Chemical Society.
CITATION STYLE
Raheem, I. T., Thiara, P. S., Peterson, E. A., & Jacobsen, E. N. (2007). Enantioselective Pictet-Spengler-type cyclizations of hydroxylactams: H-bond donor catalysis by anion binding. Journal of the American Chemical Society, 129(44), 13404–13405. https://doi.org/10.1021/ja076179w
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