Affiliation:
1. Department of Chemistry Vanderbilt University Nashville TN-37235 United States
Abstract
AbstractHerein, we describe the total synthesis of ervaoffine J & K from a central intermediate. Ervaoffine J was synthesized in eight steps in 14 % yield. Our strategy features an aerobic Winterfeldt oxidation to introduce the 4‐quinolone moiety. Ervaoffine K was produced in ten steps and 10 % yield. The synthesis leveraged (bromodifluoromethyl)‐trimethylsilane to induce a regioselective von Braun‐type C−N bond fragmentation. This C−N bond cleavage unveiled the tetrasubstituted all‐syn cyclohexane core of ervaoffine K and enabled the completion of its synthesis.
Funder
National Institute of General Medical Sciences
Cited by
2 articles.
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