4.7 Article

Enantioselective α-Benzoyloxylation of β-Keto Esters by N-Oxide Phase-Transfer Catalysts

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 83, 期 4, 页码 2263-2273

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AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.7b03150

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资金

  1. National Natural Science Foundation of China [21176041, 21476041]
  2. innovation and technology team of Xinxiang [CXTD17004]

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An efficient and enantioselective alpha-benzoyloxylation of beta-keto esters has been achieved by phase-transfer catalysis. This simple catalytic procedure is applicable to a range of beta-keto esters with cinchona-derived N-oxide asymmetric phase-transfer catalysts and gives the corresponding products in good enantiopurity (up to 95% ee) and yield (up to 99%). This simple and effective oxyfunctionalization is a useful synthetic strategy for introducing an oxygen-containing functional group at the a position of beta-dicarbonyl compounds.

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