Department of Chemistry and Biochemistry, University of California, Santa Barbara, California, 93106, USA.
Beilstein J Org Chem. 2011;7:596-600. doi: 10.3762/bjoc.7.69. Epub 2011 May 11.
Synthetically useful α-methanesulfonyloxy methyl ketones are readily prepared in one-step from terminal allenes in fair to good yields. The chemistry relies on a gold-catalyzed intermolecular oxidation of the 1,2-diene unit using 3,5-dichloropyridine N-oxide as the oxidant. The reaction tolerates a range of functional groups and shows excellent regioselectivity.
合成上有用的 α-甲磺酰氧基甲基酮可从末端丙二烯一步反应以中等至良好的产率制备。该反应依赖于金催化的 1,2-二烯单元的分子间氧化,使用 3,5-二氯吡啶 N-氧化物作为氧化剂。该反应对多种官能团具有耐受性,并表现出优异的区域选择性。