4.8 Article

Catalytic Asymmetric Formal Aza-Diels-Alder Reactions of α,β-Unsaturated Ketones and 3H-Indoles

Journal

ACS CATALYSIS
Volume 5, Issue 6, Pages 3700-3703

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b00680

Keywords

asymmetric catalysis; amine; aza-Diels-Alder; cycloaddition; piperidinone; bifunctional catalyst

Funding

  1. National Natural Science Foundation of China [21272068]
  2. Innovation Program of Shanghai Municipal Education Commission [11ZZ56]
  3. Fundamental Research Funds for the Central Universities

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Asymmetric formal aza-Diels-Alder reactions with alpha,beta-unsaturated ketones and 3H-indoles with disubstituted groups on the C3 position catalyzed by primary amine-thiourea bifunctional catalyst have been developed. The reactions produced chiral hexahydropyrido-[1,2-a]indole-2-ones in high yields with excellent diastereo- and enantioselectivities.

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