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Synthesis of ketone 68. a, Amberlyst-15, acetone, RT, 85%. b, 1: Tetrabutylammonium fluoride, THF, RT, 98%; 2: TPAP cat., NMO, 4-Å MS, CH2Cl2, RT, 93%. c, TMSCl, Et3N, DMF, 120°C, 88%. d, Dimethyldioxirane, acetone, CH2Cl2, 0°C, 99%, d.r. > 95:5. e, TMSCl, Et3N, DMF, 150°C, 90%. f, 10 mol % PhSeBr, CH2Cl2, 0°C to RT, 94%.
