Evolution of natural product scaffolds by acyl- and arylnitroso hetero-Diels-Alder reactions:: New chemistry on piperine
Evolution of natural product scaffolds by acyl- and arylnitroso hetero-Diels-Alder reactions:: New chemistry on piperine
复制标题
DOI：
10.1021/jo8004827
复制
发表时间：
2008-06-20
影响因子：
3.6
通讯作者：
Miller, Marvin J.
中科院分区：
文献类型：
--
作者：
Krchnak, Viktor;Waring, Katherine R.;Miller, Marvin J.
胡椒碱是一种含有共轭双烯的天然产物，它与聚合物负载的酰基和芳基亚硝基二烯烃类化合物反应。与芳基亚硝基双烯化合物的反应也是在溶液中进行的。将相应的杂化Diels-Alder反应生成的恶嗪环进一步转化，合成了新型的吡咯和喹恶啉酮类非环和杂环衍生物。
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.