4.7 Article

Diastereoselective and Enantioselective Synthesis of Unsymmetric β,β-Diaryl-α-Amino Acid Esters via Organocatalytic 1,6-Conjugate Addition of para-Quinone Methides

期刊

JOURNAL OF ORGANIC CHEMISTRY
卷 81, 期 13, 页码 5655-5662

出版社

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.6b00390

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资金

  1. National Natural Science Foundation of China [21572083, 21322201, 21290180]
  2. Fundamental Research Funds for the Central Universities [lzujbky-2015-48]
  3. State Key Laboratory of Natural and Biomimetic Drugs [K20150213]
  4. PCSIRT [IRT_15R28]
  5. 111 Project of Ministry of Education of China [111-2-17]
  6. Chang Jiang Scholars Program

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A novel strategy based on phase transfer catalysis for the diastereoselective and enantioselective direct assembly of unsymmetric beta,beta-diaryl-alpha-amino acid esters via 1,6-conjugate addition of para-quinone methides and glycine derivatives is described. This protocol also provides an alternative route to the synthetically interesting functionalized chiral tetrahydroisoquinoline and its analogues.

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