Lead Tetraacetate Oxidation of Trimethylsilyl Enol Ethers: Synthesis of Aryl Substituted Phenacyl Acetates

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• Compound 4, mp 52–53°C, ir(mull, nujol) 1750, 1600, 1485, 1250 cm−1; NMR (CC14/TMS) δ 0.14(9H, S), 1.93(3H, S), 2.03(3H, S), 4.40(2H, S), 7.18–7.50(4H, M); ms m+ m/e (rel abundance) 287(2), 285(4), 245(4), 243(11), 234(4), 232(11), 149(12), 141(35), 139(100), 117(23), 75(26), 73(11). Anal. calcd. for C15H21 C105 Si: C, 52.24; H, 6.14. Found: C, 52.40; H, 6.01
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