4.4 Article

One-Pot Organocatalytic Asymmetric Synthesis of 1H-Pyrrolo[1,2a]indol-3(2H)-ones via a Michael-Hemiaminalization-Oxidation Sequence

Journal

SYNLETT
Volume -, Issue 4, Pages 469-472

Publisher

GEORG THIEME VERLAG KG
DOI: 10.1055/s-0030-1259326

Keywords

pyrrolo[1,2a]indolones; Michael addition; hemiaminalization; organocatalysis; one-pot reaction

Funding

  1. Deutsche Forschungsgemeinschaft
  2. Fonds der Chemischen Industrie

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An efficient one-pot organocatalytic asymmetric synthesis of 1,2-cis-disubstituted 1H-pyrrolo[ 1,2a] indol-3(2H)-ones in moderate to good overall yields (49-68%) is presented. The Michael-hemiaminalization-oxidation sequence occurs with very high asymmetric induction and, after purification, virtually stereoisomerically pure products were obtained (>98% de, >99% ee).

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