Olefination of Carbonyl Compounds through Reductive Coupling of Alkenylboronic Acids and Tosylhydrazones

Olefination of Carbonyl Compounds through Reductive Coupling of Alkenylboronic Acids and Tosylhydrazones

The partners decide: The CC bond‐forming reductive cross‐coupling of alkenylboronic acids and tosylhydrazones takes place under mild reaction conditions without the need of a metal catalyst, thus giving rise to olefination‐type products (see scheme). The position of the double bond in the product i...

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Veröffentlicht in:Angewandte Chemie International Edition 2012-06, Vol.51 (24), p.5953-5957
Hauptverfasser: Pérez-Aguilar, M. Carmen, Valdés, Carlos
Format: Artikel
Sprache:eng
Schlagworte:
alkenes
Bonding
boron
Carbonyl compounds
Catalysts
cross-coupling
hydrazones
Joining
synthetic methods
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Beschreibung
Zusammenfassung:The partners decide: The CC bond‐forming reductive cross‐coupling of alkenylboronic acids and tosylhydrazones takes place under mild reaction conditions without the need of a metal catalyst, thus giving rise to olefination‐type products (see scheme). The position of the double bond in the product is determined by the structure of the coupling partners.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201200683