4.8 Article

Diastereo- and Enantioselective Synthesis of Oxazine and Oxazolidine Derivatives with a Chiral Quaternary Carbon Center under Multifunctional Catalysis

Journal

ORGANIC LETTERS
Volume 13, Issue 4, Pages 564-567

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol102643a

Keywords

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Funding

  1. National Natural Science Foundation of China [20902018]
  2. Fundamental Research Funds for the Central Universities
  3. Shanghai Pujiang Program [08PJ1403300]
  4. Shanghai Municipal Education Commission [11ZZ56]

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An easy one-pot, multistep cascade reaction which could afford a series of substituted benzo[d]pyrido[2,1-b]oxazolidine and [1,3]oxazine derivatives in a highly enantio- (up to 98% ee) and diastereoselective (4:1 to >20:1 dr) manner with generally good to excellent yields (up to 99%) has been developed. This well designed strategy could be applied to a wide scope of substrates under mild conditions with simple operations.

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