Dihydropyranone Formation by Ipso C− H Activation in a Glucal 3-Carbamate-Derived Rhodium Acyl Nitrenoid

…, V Baranov, R Gupta, SE Bernard…

Index: Gupta, Ritu; Sogi, Kimberly M.; Bernard, Sarah E.; Decatur, John D.; Rojas, Christian M. Organic Letters, 2009 , vol. 11, # 7 p. 1527 - 1530

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Citation Number: 6

Abstract

By using (N-tosyloxy)-3-O-carbamoyl-d-glucal 10, which removes the need for a hypervalent iodine (III) oxidant, we provide evidence for rhodium nitrenoid-mediated ipso C− H activation as the origin of a C3-oxidized dihydropyranone product 3. This system may be especially