Synthetic studies on amaryllidaceae and other terrestrially derived alkaloids

Martin G. Banwell*, Nadia Yuqian Gao, Brett D. Schwartz, Lorenzo V. White

*Corresponding author for this work

    Research output: Chapter in Book/Report/Conference proceedingChapterpeer-review

    19 Citations (Scopus)

    Abstract

    The total syntheses of a wide range of terrestrially derived alkaloids, especially ones isolated from members of the Amaryllidaceae family, are described. Two recurring themes associated with these syntheses are the use of two types of building blocks, namely ring-fused cyclopropanes, especially geminally-dihalogenated ones, and enzymatically derived cis-1,2- dihydrocatechols. These have often served as precursors to 2-or 3-halogenated 2-cyclohexen-1-ols that are themselves engaged in cross-coupling reactions, radical addition-elimination processes and/or Claisen-or Overman-type rearrangements so as to construct the highly functionalized six-membered rings associated with the target alkaloids.

    Original languageEnglish
    Title of host publicationAlkaloid Synthesis
    EditorsHans-Joachim Knolker
    Pages163-202
    Number of pages40
    DOIs
    Publication statusPublished - 2012

    Publication series

    NameTopics in Current Chemistry
    Volume309
    ISSN (Print)0340-1022

    Fingerprint

    Dive into the research topics of 'Synthetic studies on amaryllidaceae and other terrestrially derived alkaloids'. Together they form a unique fingerprint.

    Cite this