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Synthesis, absolute configuration and conformation of optically active 1,2-homoheptafulvalene
Shunji Ito1, Mitsuhiro Kurita, Sigeru Kikuchi
1Department of Chemistry, Graduate School of Science, Tohoku University, Aobaku, Sendai 980-8578, Japan.
Organic & Biomolecular Chemistry
|August 21, 2003
Abstract:
An optically active 1,2-homoheptafulvalene was successfully synthesized and subjected to spectroscopic investigation. The cycloaddition of the optically active hydrocarbon with tetracyanoethylene (TCNE) and 4-phenyl-1,2,4-triazoline-3,5-dione(PTAD) gave a [4 + 2] cycloadduct and a mixture of [8 + 2] cycloadducts, respectively, which are both optically active.