论文信息 - Strained Hydrocarbon Skeletons: Pentacyclo[6.4.0.02,4.03,10.07,9]dodecanes by [2+2+2]Cycloadditions to Substituted Dihydrobullvalenes

Strained Hydrocarbon Skeletons: Pentacyclo[6.4.0.02,4.03,10.07,9]dodecanes by [2+2+2]Cycloadditions to Substituted Dihydrobullvalenes

The preparation of some pentacyclo[6.4.0.02,4.03,10.07,9]dodecane derivatives 2 by [2+2+2] cycloaddition of tetracyanoethylene (TCNE) to dihydrobullvalene derivatives 6 is described. Upon pyrolysis of the acetate 2d and the xanthate 2e a [2+2+2] cycloreversion is observed instead of an elimination.

A. Meijere | S. Kirchmeyer

[1] H. Härle,et al. On the preparation of acyl cyanides from aldehydes , 1986 .

[2] R. Oberti,et al. Site selectivity in the reaction of tetracyanoethene with tetracyclo [5.3.2.02,10.03,6] dodeca-4,8,11-triene. A borderline case of homo-Diels-Alder reaction , 1986 .

[3] D. Doddrell,et al. Comparison of Decoupling and spatial randomization methods for use in editing 13C spectra , 1983 .

[4] R. Cunico,et al. The triisopropylsilyl group as a hydroxyl-protecting function , 1980 .

[5] G. N. Fickes,et al. Scope of the homo-Diels-Alder reaction , 1978 .

[6] Norman L. Allinger,et al. Conformational analysis. 130. MM2. A hydrocarbon force field utilizing V1 and V2 torsional terms , 1977 .

[7] M. Matsui,et al. A novel oxidative transformation: oxidative esterification , 1976 .

[8] J. Press,et al. Chemistry of polyunsaturated bicyclo[4.2.2]decyl systems , 1975 .

[9] E. Corey,et al. Protection of hydroxyl groups as tert-butyldimethylsilyl derivatives , 1972 .

[10] H. Musso,et al. Reaktion von Tetracyanäthylen mit überbrückten. Homotropilidensystemen und Bicyclo[4.2.2]decatetraen , 1970 .

[11] W. Doering,et al. A rational synthesis of bullvalene barbaralone and derivatives; bullvalone☆ , 1967 .