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New Gold-Catalyzed Reactions and Applications for the Synthesis of Alkaloids

Part of the book series: Springer Theses ((Springer Theses))

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Abstract

Transition metal catalysis is one of the most important tools in organic synthesis, making the development of highly efficient and selective transformations possible. In this context, the electrophilic activation of alkynes by π-Lewis acids has become a broadly used transformation for the synthesis of highly functionalized carbo- and heterocycles.

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Notes

  1. 1.

    Selected examples: [64–66].

  2. 2.

    Selected examples: [70, 71].

  3. 3.

    Selected examples: [73–78].

  4. 4.

    Selected examples: [80–83].

  5. 5.

    Selected examples: [85–87].

  6. 6.

    Selected examples: [88, 89].

  7. 7.

    Selected examples: [90, 91].

  8. 8.

    Selected examples for the direct auration of arenes and heteroarenes: [47, 108–115].

  9. 9.

    In contrast, the gold(I)-catalyzed reaction of phenylacetylene and 2,5-disubstituted furane delivers the product of mono-addition and a phenol derivative.

  10. 10.

    The intermediate arene oxide XV was trapped by reaction with N-phenyltriazolinedione.

  11. 11.

    General reviews for the behavior of 1,n-enynes in the presence of transition metals: [152–156].

  12. 12.

    Selected reviews: [155, 159–164].

  13. 13.

    For 1,6-enynes: For 1,5-enynes: [28, 50, 49–53, 203, 204].

  14. 14.

    For 1,6-enyes: For 1,5-enynes: [28, 205–207].

  15. 15.

    For the intramolecular reaction of 1,5-enynes with amines: For the intramolecular reaction of 1,6-enynes with carbamates: [50, 212].

  16. 16.

    For the intramolecular reaction of 1,6-enynes with carboxylic acids [28].

  17. 17.

    For the intramolecular reaction of 1,5-enynes with phenols: [214].

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  1. Lead Optimization Fungicides, BASF SE, Carl-Bosch Straße 38, 67056, Ludwigshafen, Germany

    Ana Escribano Cuesta

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Escribano Cuesta, A. (2013). Introduction. In: New Gold-Catalyzed Reactions and Applications for the Synthesis of Alkaloids. Springer Theses. Springer, Cham. https://doi.org/10.1007/978-3-319-00702-1_1

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