4.6 Article

Enantioselective synthesis of 2-substituted pyrrolidines via domino cross metathesis/intramolecular aza-Michael addition

Journal

RSC ADVANCES
Volume 3, Issue 6, Pages 1666-1668

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c2ra22374k

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Funding

  1. National Natural Science Foundation of China [21142001, 21102072, 21272113]
  2. Research Fund for the Doctoral Program of Higher Education of China [20110091120008]

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A highly enantioselective intramolecular aza-Michael addition with enone carbamates catalyzed by chiral Bronsted acids was developed. A domino cross metathesis/aza-Michael addition for the preparation of 2-substituted pyrrolidines or benzopyrrolidines was also explored. The reactions described here provide an efficient asymmetric protocol for enantio-enriched heterocycles, especially 2-substituted pyrrolidines.

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