Nickel-Catalyzed Cycloaddition of 1,3-Dienes with 3-Azetidinones and 3-Oxetanones

Nickel-Catalyzed Cycloaddition of 1,3-Dienes with 3-Azetidinones and 3-Oxetanones

A growth and expansion strategy: A Ni/P(p‐tol)3‐catalyzed cycloaddition of 1,3‐dienes with 3‐azetidinones and 3‐oxetanones produced eight‐membered heterocycles with a variety of substituents (see scheme; Boc=tert‐butoxycarbonyl). The synthesis of the reduced azocine and oxocine derivatives involved...

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Veröffentlicht in:Angewandte Chemie International Edition 2013-11, Vol.52 (46), p.12161-12165
Hauptverfasser: Thakur, Ashish, Facer, Megan E., Louie, Janis
Format: Artikel
Sprache:eng
Schlagworte:
Activation
azetidinones
Bonding
Cycloaddition
CC activation
Derivatives
Nickel
oxetanones
Strategy
Synthesis
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Beschreibung
Zusammenfassung:A growth and expansion strategy: A Ni/P(p‐tol)3‐catalyzed cycloaddition of 1,3‐dienes with 3‐azetidinones and 3‐oxetanones produced eight‐membered heterocycles with a variety of substituents (see scheme; Boc=tert‐butoxycarbonyl). The synthesis of the reduced azocine and oxocine derivatives involved the challenging steps of C(sp2)C(sp3) bond activation and C(sp3)C(sp3) reductive elimination.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201306869