Evolution of natural product scaffolds by acyl- and arylnitroso hetero-diels-alder reactions: New chemistry on pipeline
(Chemical Equation Presented) 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.
Krchnak, Viktor,Waring, Katherine R.,Noll, Bruce C.,Moellmann, Ute,Dahse, Hans-Martin,Miller, Marvin J.
p. 4559 - 4567
(2008/12/20)
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