Tetrahedron

Preparation of gem-dimethylcyclopropane-fused compounds through sigmatropic rearrangements. On/off-switching of the tautomerization of 3, 4-homotropilidene by …

T Futagawa, N Nishiyama, A Tai, T Okuyama…

文献索引：Futagawa, Tohru; Nishiyama, Norio; Tai, Akira; Okuyama, Tadashi; Sugimura, Takashi Tetrahedron, 2002 , vol. 58, # 45 p. 9279 - 9287

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被引用次数: 5

摘要

Cyclopropanation of 4, 8, 8-trimethylcycloheptatriene having an ether function at the 3- position by unsubstituted carbenoid addition resulted in a complex mixture mainly due to quick valence tautomerization of the produced 3, 4-homotropilidene analogue during the reaction. Dihalocarbene addition to the same substrate proceeded exclusively at the 3, 4- position to give an adduct, where the tautomerization process was interrupted by steric ...