4.8 Article

Enantioselective Michael Reaction of α-Alkyl-β-keto Esters and Enones under Multifunctional Catalysis

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ORGANIC LETTERS
卷 12, 期 22, 页码 5218-5221

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AMER CHEMICAL SOC
DOI: 10.1021/ol102256v

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资金

  1. National Natural Science Foundation of China [20902018]
  2. 111 project [B07023]
  3. Fundamental Research Funds for the Central Universities
  4. Shanghai Pujiang Program [08PJ1403300]

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An efficient approach for the enantioselective Michael additions of beta-alkyl-beta-keto esters to beta-substituted alpha,beta-unsaturated ketones has been developed. The Michael products could be obtained in good to excellent yields (75-98%) with excellent diastereoselectivities (up to >99:1 dr) and enantioselectivities (up to 96% ee) and could easily be transformed into a synthetically useful hexahydrophenanthrene structure under mild conditions in good yield.

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