Synthesis, Chemical Trapping, and Dimerization of 3,7‐Dimethyltricyclo[3.3.0.0 3, 7 ]oct‐1(5)‐ene: [2 + 2] Retrocycloaddition of the Cyclobutane Dimer
1995; Wiley; Volume: 34; Issue: 8 Linguagem: Inglês
10.1002/anie.199509121
ISSN1521-3773
AutoresPelayo Camps, Francesc Pérez, Santiago Vázquez, Mercé Font‐Bardía, Xavier Soláns,
Tópico(s)Synthetic Organic Chemistry Methods
ResumoReduction of 1 with sodium or tert-butyllithium yields the diene dimer 3. The key intermediate, the strongly pyramidalized alkene 2, dimerizes to give a cyclobutane dimer, which then leads to 3. Compound 2 can also be trapped as a Diels-Alder adduct with 1,3-dienes.
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