4.7 Article

Morita-Baylis-Hillman adducts as effective dipolarophiles in Copper(I)-catalyzed 1,3-dipolar cycloaddition with azomethine ylides: asymmetric construction of pyrrolidine derivatives containing quaternary stereogenic center

Journal

CHEMICAL COMMUNICATIONS
Volume 47, Issue 19, Pages 5494-5496

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c1cc11138h

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Funding

  1. National Natural Science Foundation of China [20702039, 20972117]
  2. SRFDP [20090141110042]
  3. Fundamental Research Funds for the Central Universities

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The first catalytic asymmetric 1,3-dipolar cycloaddition of azomethine ylides with easily accessible Morita-Baylis-Hillman adducts as the dipolarophiles has been developed successfully and provides the highly substituted pyrrolidines bearing a unique quaternary and two tertiary stereogenic centers in excellent diastereoselectivity and up to 97% ee.

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