4.8 Article

Enantioselective Synthesis of Polycyclic Indole Derivatives Based on aza-Morita-Baylis-Hillman Reaction

Journal

ACS Catalysis
Volume 5, Issue 11, Pages 6608-6614

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acscatal.5b01579

Keywords

chiral phosphine catalysis; asymmetric aza-MBH reaction; polycyclic indole; ring-closing-metathesis; gold catalysis

Funding

  1. National Basic Research Program of China [(973)-2015CB856603]
  2. National Natural Science Foundation of China [20472096, 21372241, 21361140350, 20672127, 21421091, 21372250, 21121062, 21302203, 20732008, 21572052]

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A chiral phosphine-catalyzed asymmetric aza-Morita-Baylis-Hillman reaction between indole-derived sulfonyl imines and bis(3-chlorophenyl)methyl acrylate has been developed, giving the desired adducts in good yields and enantiomeric excess values along with the further transformations to polycyclic indoles such as dihydropyrido[1,2-a]indole and dihydropyrazino[1,2-a]indole skeleton.

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