Enantioselective C–C Bond Formation during the Oxidation of 5‑Phenylpent-2-enyl Carboxylates with Hypervalent Iodine(III)
datasetposted on 29.05.2017, 00:00 by Mio Shimogaki, Morifumi Fujita, Takashi Sugimura
The oxidation of (5-acyloxypent-3-enyl)benzene with hypervalent iodine(III) afforded 2-oxy-1-(oxymethyl)tetrahydronaphthalene under metal-free conditions. The acyloxy group may nucleophilically participate in the oxidative cyclization. A lactate-based chiral hypervalent iodine afforded an enantioselective variant of oxyarylation with up to 89% ee.