Scientific article
English

Ring-Expansion Reactions of Binaphthyl Azepines and Ferrocenophanes through Metal-Catalyzed [1,2]-Stevens Rearrangements

Published inSynthesis, vol. 45, no. 15, p. 2070-2078
Publication date2013
Abstract

Enantiopure binaphthyl azocines can be prepared in a single step via the direct copper-catalyzed reaction of binaphthyl azepines and α-diazo carbonyl reagents. The [1,2]-Stevens rearrangement is general (61-93% yields) and can be extended to [3]ferrocenophanes; similar reactivity in favor of the products of ring expansion is obtained with these ferrocene derivatives (80-96% yields).

Keywords
  • Azepine
  • Azocine
  • Diazo ester
  • Ferrocenophane
  • [1,2]-Stevens rearrangement
Citation (ISO format)
HARTHONG, Steven et al. Ring-Expansion Reactions of Binaphthyl Azepines and Ferrocenophanes through Metal-Catalyzed [1,2]-Stevens Rearrangements. In: Synthesis, 2013, vol. 45, n° 15, p. 2070–2078. doi: 10.1055/s-0033-1339188
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Article (Published version)
accessLevelRestricted
Identifiers
Journal ISSN0039-7881
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Technical informations

Creation22/07/2013 17:27:00
First validation22/07/2013 17:27:00
Update time29/11/2024 10:48:40
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