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Showing 1 to 6 of 6 for “"Dipolarophile"”.

  1. The Total Synthesis of (-)-Detoxinine and (+)-Casuarine Using Tandem [4 + 2]/[3 + 2] Nitroalkene Cycloadditions and Cycloadditions of Nitroethylene

    … chiral vinyl ether, and vinyl silane dipolarophile, which establishes five of the six stereocenters present in this potent glycosidase inhibitor. The completion of the synthesis required only four additional steps to deliver the final product in 20% overall yield.

    uiuc Repository record for The Total Synthesis of (-)-Detoxinine and (+)-Casuarine Using Tandem [4 + 2]/[3 + 2] Nitroalkene Cycloadditions and Cycloadditions of Nitroethylene (opens in a new tab)

  2. Asymmetric Total Synthesis of (+)-Nominine: Development of a Dual Cycloaddition Strategy for the Synthesis of the Hetisine Alkaloids

    … betaine with an ene-nitrile dipolarophile and a late stage intramolecular [4+2] Diels-Alder cycloaddition. Also of note is the development of a new method for the preparation of 4-oxidoisoquinolinium betaines. Overall, a 16 step asymmetric synthesis of (+)-nominine was …

    uiuc Repository record for Asymmetric Total Synthesis of (+)-Nominine: Development of a Dual Cycloaddition Strategy for the Synthesis of the Hetisine Alkaloids (opens in a new tab)

  3. Heterocycles in peptide chemistry

    … water from the resulting aminol. Reaction with a dipolarophile bearing an electron withdrawing substituent gave predominantly the 4-substituted pyrazolidine. A study of the scope of the reaction found that, although the required carboxylic acid group could easily be incorporated by use of methyl …

    the-open-u Repository record for Heterocycles in peptide chemistry (opens in a new tab)

  4. Bioorthogonal Reagents: Design, Synthesis, and Reactivity

    … noncovalent interactions between the dipole and dipolarophile in the transition state; an n→π* interaction or a hydrogen bond. In addition to its fast reactivity, ABC can be prepared in three steps, and this work introduces a new synthetic route for the cyclooctyne scaffold.

    mit Repository record for Bioorthogonal Reagents: Design, Synthesis, and Reactivity (opens in a new tab)