Lewis acid-induced rearrangement of the Diels–Alder dimer of tetrachlorocyclopentadienone: structure reassignments

anti-Tricyclo[4.2.1.12,5]deca-3,7-diene-9,10-dione

“…For related structures, see: Eaton et al (2002); Harris et al (2008); Masters et al (1994). For the synthesis and related details, see: Hafner & Goliasch (1961); Weiss et al (1960); Dilthey & Quint (1930); Garbisch & Sprecher (1966); Saito & Ito (2008); Baggiolini et al (1967); Klinsmann et al (1972); Amman et al (1980); Amman & Ganter (1977, 1981; Prakash et al (1987); Harris et al (2008).…”

“…Two related structures have been reported. The first (Eaton et al, 2002) has a chlorine atom in place of each hydrogen atom of the title compound, while the second (Masters et al, 1994) lacks the double bonds of the title compound and has methyl groups on each of the four bridgehead carbon atoms.…”

anti-Tricyclo[4.2.1.12,5]deca-3,7-diene-9-endo,10-endo-diol

“…For a related structure, see: Eaton et al (2002). For synthesis details, see: Baggiolini et al (1967); Klinsmann et al (1972); Prakash et al (1987); Herzog (1958).…”

Structure-dependent transformations of the tetrachlorocyclopentadienone dimer and the product of its substitutive rearrangement in reactions with NaBH4, CrCl2, LiAlH4, and Zn

“…2, 3 Recently, we have found a new reaction of diketone 1 with primary and secondary amines 4 giving rise to unsaturated hetpachloro substituted amidoketones with the tricyclo[6.1.0.0 4,8 ]no nane skeleton, for example, to tricyclic compound 2 con taining the cyclopropanecarboxylic acid fragment. Steri cally crowded polyfunctional tricyclic compounds with molecular cores 1 and 2 are of interest primarily because their chemical behavior is unpredictable, which opens a route to nontrivial structures.…”