4.4 Article

Dinuclear zinc catalyzed asymmetric tandem Michael addition/acetalization reactions of cyclic diketones and β,γ-unsaturated α-ketoesters

Journal

TETRAHEDRON
Volume 70, Issue 35, Pages 5468-5474

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.06.109

Keywords

Asymmetric catalysis; Michael addition; Dinuclear zinc complex; Tandem reaction; Oxygen heterocycles

Funding

  1. National Natural Science Foundation of China [21272216, 21302173]
  2. China Postdoctoral Science Foundation [2013M541984]

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The dinuclear zinc-ProPhenol complex is applied as efficient catalyst in the highly stereoselective tandem Michael addition/acetalization reactions of cyclic 1,3-diketones and beta,gamma-unsaturated alpha-ketoesters. A variety of substrates are well-tolerated, and a broad range of synthetically and pharmaceutically useful chiral chromene derivatives are directly produced in good yields of up to 96% and good enantioselectivities of up to 96% ee. (C) 2014 Elsevier Ltd. All rights reserved.

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