N-Heterocyclic Carbene Gold(I) Catalyzed Transformation of N-Tethered 1,5-Bisallenes to 6,7-Dimethylene-3-azabicyclo[3.1.1]heptanes

Tying up loose ends: The reaction of bisallenes tethered with N-(p-tolylsulfonamide) in the presence of a cationic gold N-heterocyclic carbene catalyst gave new cycloisomerization products, 6,7-dimethyleneazabicyclo[3.1.1]heptanes, in high yields (see scheme; IPr=N,N'-bis(2,6-diisopropylphenyl)...

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Veröffentlicht in:	Angewandte Chemie (International ed.) 2009-01, Vol.48 (25), p.4532-4535
Hauptverfasser:	Kim, Soo Min, Park, Ji Hoon, Kang, Youn Kyung, Chung, Young Keun
Format:	Artikel
Sprache:	eng
Schlagworte:	Alkadienes - chemistry allenes Azabicyclo Compounds - chemical synthesis Azabicyclo Compounds - chemistry carbenes Catalysis Cyclization gold Gold - chemistry homogeneous catalysis Isomerism Methane - analogs & derivatives Methane - chemistry
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Beschreibung
Zusammenfassung:	Tying up loose ends: The reaction of bisallenes tethered with N-(p-tolylsulfonamide) in the presence of a cationic gold N-heterocyclic carbene catalyst gave new cycloisomerization products, 6,7-dimethyleneazabicyclo[3.1.1]heptanes, in high yields (see scheme; IPr=N,N'-bis(2,6-diisopropylphenyl)imidazol-2-ylidene).
ISSN:	1433-7851 1521-3773
DOI:	10.1002/anie.200806394