Tebbe Olefination

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Franz Bracher - One of the best experts on this subject based on the ideXlab platform.

  • traceless isoprenylation of aldehydes via n boc n 1 1 dimethylallyl hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

  • Traceless Isoprenylation of Aldehydes via N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

Desirée Heerdegen - One of the best experts on this subject based on the ideXlab platform.

  • traceless isoprenylation of aldehydes via n boc n 1 1 dimethylallyl hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

  • Traceless Isoprenylation of Aldehydes via N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

Julia Junker - One of the best experts on this subject based on the ideXlab platform.

  • traceless isoprenylation of aldehydes via n boc n 1 1 dimethylallyl hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

  • Traceless Isoprenylation of Aldehydes via N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

Sebastian Dittrich - One of the best experts on this subject based on the ideXlab platform.

  • traceless isoprenylation of aldehydes via n boc n 1 1 dimethylallyl hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

  • Traceless Isoprenylation of Aldehydes via N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

Peter Mayer - One of the best experts on this subject based on the ideXlab platform.

  • traceless isoprenylation of aldehydes via n boc n 1 1 dimethylallyl hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.

  • Traceless Isoprenylation of Aldehydes via N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones
    European Journal of Organic Chemistry, 2020
    Co-Authors: Desirée Heerdegen, Julia Junker, Sebastian Dittrich, Peter Mayer, Franz Bracher
    Abstract:

    A short isoprenylation protocol starting from non‐conjugated N‐Boc‐N‐(1,1‐dimethylallyl)hydrazones was developed utilising Thomson's traceless bond construction. This type of [3,3]‐sigmatropic rearrangement is catalysed by the Bronsted acid triflimide and liberates only gaseous by‐products. The required N‐Boc‐N‐allylhydrazine precursor is available in three steps starting from a known diazene using biocatalytic aldol addition and Tebbe Olefination as key steps. Allylhydrazones are prepared via condensation with appropriate aldehydes. Scope and limitations of the [3,3]‐sigmatropic rearrangements are analysed.