Ontology highlight
ABSTRACT:
SUBMITTER: Wigman B
PROVIDER: S-EPMC6608570 | biostudies-literature | 2019 Jun
REPOSITORIES: biostudies-literature
Wigman Benjamin B Popov Stasik S Bagdasarian Alex L AL Shao Brian B Benton Tyler R TR Williams Chloé G CG Fisher Steven P SP Lavallo Vincent V Houk K N KN Nelson Hosea M HM
Journal of the American Chemical Society 20190529 23
Here we report the surprising discovery that high-energy vinyl carbocations can be generated under strongly basic conditions, and that they engage in intramolecular sp<sup>3</sup> C-H insertion reactions through the catalysis of weakly coordinating anion salts. This approach relies on the unconventional combination of lithium hexamethyldisilazide base and the commercially available catalyst, triphenylmethylium tetrakis(pentafluorophenyl)borate. These reagents form a catalytically active lithium ...[more]