4.7 Article

Enantioselective synthesis of optically active cis-β-thio-α-amino acid derivatives through an organocatalytic cascade thio-Michael/ring opening process

Journal

CHEMICAL COMMUNICATIONS
Volume 48, Issue 39, Pages 4713-4715

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cc30799e

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Funding

  1. National Natural Science Foundation of China [21072145]
  2. Foundation for the Author of National Excellent Doctoral Dissertation of P.R. China [200931]
  3. Natural Science Foundation of Jiangsu Province of China [BK2009115]
  4. Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD)

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Non-naturally enantioenriched cis-beta-thio-alpha-amino acid derivatives were synthesized through one pot, cascade thio-Michael/ring opening reaction of aromatic thiols with (Z)-olefinic azlactones in good yields with high levels of diastereoselectivities and enantioselectivities, which was catalyzed by a chiral bifunctional thiourea-tertiary amine catalyst.

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