Au(I)-Catalyzed Annulation of Enantioenriched Allenes in the Enantioselective Total Synthesis of (-)-Rhazinilam
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- 作者：Zuosheng Liu ; Andrew S. Wasmuth ; Scott G. Nelson
- 刊名：Journal of the American Chemical Society
- 出版年：2006
- 出版时间：August 16, 2006
- 年：2006
- 卷：128
- 期：32
- 页码：10352 - 10353
- 全文大小：66K
- 年卷期：v.128,no.32(August 16, 2006)
- ISSN：1520-5126
文摘
Highly stereoselective Au(I)-catalyzed pyrrole additions to enantioenriched allenes afford a unique entry to optically active heterocycles. Asymmetric quaternary carbons can be installed with concurrent heterocycle annulation utilizing this methodology. The enantioenriched allenes are conveniently obtained by catalytic asymmetric acyl halide-aldehyde cyclocondensations and SN2' ring opening of the resulting enantioenriched 
-lactones. An enantioselective total synthesis of (-)-rhazinilam highlights the potential utility of this reaction technology in target-oriented synthesis.
-lactones. An enantioselective total synthesis of (-)-rhazinilam highlights the potential utility of this reaction technology in target-oriented synthesis.