N-heterocyclic carbene gold(I) catalyzed transformation of N-tethered 1,5-bisallenes to 6,7-dimethylene-3-azabicyclo[3.1.1]heptanes.

Angew Chem Int Ed Engl

Intelligent Textile System Research Center, Department of Chemistry, College of Natural Sciences, Seoul National University, Seoul 151-747, Korea.

Published: July 2009

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).

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http://dx.doi.org/10.1002/anie.200806394DOI Listing

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