4.8 Article

Crossed Intramolecular Rauhut-Currier-Type Reactions via Dienamine Activation

Journal

ORGANIC LETTERS
Volume 11, Issue 18, Pages 4116-4119

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol901614t

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Funding

  1. DFG [SPP1179]
  2. Fonds der Chemischen Industrie
  3. Alexander von Humboldt Foundation
  4. Aragon I+D Foundation
  5. Spanish Ministry of Science and Innovation
  6. CSIC [PIE 2008801260]

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The intramolecular Rauhut-Currier reaction creates a carbon-carbon bond between two tethered Michael acceptors. Previous asymmetric versions have relied on 1,4-additions of chiral nucleophilic catalysts. Herein, we investigate a novel strategy that involves the formation of electron rich dienamines as key intermediates. Our methodology provides an efficient entry to the iridoid framework.

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