Selective Oxidations in the Synthesis of Complex Natural ent -Kauranes and ent -Beyeranes.

Victor C S SantanaEduardo C S RochaJulian C S PavanVladimir C G Heleno Emilio C de Lucca

Published in: The Journal of organic chemistry (2022)

Syntheses of two natural products derived from the ent -kaurene kaurenoic acid are described for the first time using regio- and diastereoselective oxidations. Palladium- and manganese-mediated oxidations were used to accomplish the syntheses of two ent -beyerane metabolites. The use of the White-Gormisky-Zhao catalyst Mn(CF 3 -PDP) enabled the first application of a nondirected metal-catalyzed oxidation in an unactivated C-H bond in a total synthesis.

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