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Development of the type 2 intramolecular Diels-Alder reaction and synthetic efforts towards the total synthesis of (-)-stenine

Posted on:2007-05-17Degree:Ph.DType:Thesis
University:University of California, IrvineCandidate:Zhu, LiangFull Text:PDF
GTID:2451390005987395Subject:Chemistry
Abstract/Summary:
This dissertation discusses our investigations into the development of the type 2 intramolecular N-acylnitroso Diels-Alder cycloaddition. Previous work from our group has demonstrated that the bridged bicyclic oxazinolactam could be synthesized by T2IMDA reaction. A method for the synthesis of substituted bridged bicyclic oxazinolactams and caprolactams has been developed. We demonstrate that the synthetic efforts towards the synthesis of the Stemona alkaloid (-)-stenine by the type 2 intramolecular N-acylnitroso Diels-Alder cycloaddition.
Keywords/Search Tags:Type, Intramolecular, Diels-alder, Synthesis
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