4.7 Article

Highly diastereo- and enantioselective Mannich reaction of lactones with N-Boc-aldimines catalyzed by bifunctional rosin-derived amine thiourea catalysts

Journal

CHEMICAL COMMUNICATIONS
Volume 46, Issue 24, Pages 4294-4296

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c000621a

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Funding

  1. National Natural Science Foundation of China [20932003, 90813012]
  2. National S & T Major Project of China [2009ZX09503-017]

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A highly efficient diastereo- and enantioselective Mannich reaction of lactones with a variety of N-Boc-aldimines by using bifunctional rosin-derived amine thiourea catalysts was investigated for the first time, in general, affording the adducts bearing quaternary stereogenic centers with high levels of enantio-and diastereoselectivity (up to 99% ee, and > 20 : 1 dr).

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