Toward a Synthesis of Fawcettimine-Type <i>Lycopodium</i> Alkaloids: Stereocontrolled Synthesis of a Functionalized Azaspirocycle Precursor

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書誌事項

タイトル別名
  • Toward a Synthesis of Fawcettimine-Type Lycopodium Alkaloids: Stereocontrolled Synthesis of a Functionalized Azaspirocycle Precursor
公開日
2018-09-21
資源種別
journal article
権利情報
  • “This document is the Accepted Manuscript version of a Published Work that appeared in final form in [The Journal of Organic Chemistry], copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see [https://pubs.acs.org/articlesonrequest/AOR-BeWqHcS67iRJzc2hBadn].”
DOI
  • 10.1021/acs.joc.8b01719
公開者
ACS Publications

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説明

The stereocontrolled synthesis of a new azaspirocycle precursor of the fawcettimine-type Lycopodium alkaloids is described. Our approach provides an efficient entry to the azaspirocycle via a cascade Wacker-allylation sequence followed by a highly stereoselective Claisen rearrangement. This azaspirocycle, bearing all of the requisite functionality with pivotal stereogenic centers, is considered to be a versatile precursor useful for the fawcettimine-type Lycopodium alkaloids.

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