Enantioselective Pictet-Spengler-Type Cyclizations of Hydroxylactams: H-Bond Donor Catalysis by Anion Binding
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- 作者：Izzat T. Raheem ; Parvinder S. Thiara ; Emily A. Peterson ; Eric N. Jacobsen
- 刊名：Journal of the American Chemical Society
- 出版年：2007
- 出版时间：November 7, 2007
- 年：2007
- 卷：129
- 期：44
- 页码：13404 - 13405
- 全文大小：54K
- 年卷期：v.129,no.44(November 7, 2007)
- ISSN：1520-5126
文摘
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.