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Construction of [4.3.1]propellanes via molybdenum fischer carbene complexes
Thomas M Bertolini1, Que Huong Nguyen, Daniel F Harvey
1Department of Chemistry and Biochemistry, 0358, University of California, San Diego, La Jolla, California 92093-0358, USA. tbertoli@uci.edu
The Journal of Organic Chemistry
|November 26, 2002
Abstract:
Treatment of molybdenum Fischer carbene complexes with 6-methylene-7-octen-1-yne derivatives at 40 degrees C generates substituted tricyclo[4.3.1.0(1,6)]deca-2,4-dienes in good yield. Pentacarbonyl(butylmethoxycarbene)molybdenum(0) afforded the highest cyclization yields (54%), while the analogous chromium carbene complex gave no reaction. The range of dienyne substrates that participate in this reaction is explored and its mechanism is analyzed and discussed.