Evolution of Natural Product Scaffolds by Acyl- and Arylnitroso Hetero-Diels−Alder Reactions: New Chemistry on Piperine
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- 作者：Viktor Krchň ; á ; k ; Katherine R. Waring ; Bruce C. Noll ; Ute Moellmann ; Hans-Martin Dahse ; Marvin J. Miller
- 刊名：Journal of Organic Chemistry
- 出版年：2008
- 出版时间：June 20, 2008
- 年：2008
- 卷：73
- 期：12
- 页码：4559 - 4567
- 全文大小：304K
- 年卷期：v.73,no.12(June 20, 2008)
- ISSN：1520-6904
文摘
Piperine, a natural product containing a conjugated diene, was reacted with polymer-supported acyl- and arylnitroso dienophiles. The reactions with arylnitroso dienophiles were also carried out in solution. The oxazine rings formed by the corresponding hetero-Diels−Alder reactions were further transformed and novel acyclic as well as heterocyclic derivatives including pyrroles and quinoxalinones were prepared.