Tetrahedron letters

Origin of the regiochemistry in the photochemical cycloaddition reaction of 2-cyclopentenone with allene: Trapping of triplet 1, 4-biradical intermediates with hydrogen …

DJ Maradyn, LK Sydnes, AC Weedon

文献索引：Maradyn, David J.; Sydnes, Leiv K.; Weedon, Alan C. Tetrahedron Letters, 1993 , vol. 34, # 15 p. 2413 - 2416

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被引用次数: 22

摘要

Abstract The photochemical cycloaddition reaction between 2-cyclopentenone and allene in toluene at− 78 C yields cyclobutane adducts with head-to-head and head-to-tail regiochemistry in a ratio of 88: 12. In the presence of high concentrations of hydrogen selenide the three 1, 4-biradical intermediates involved in the photocycloaddition reaction are quantitatively trapped in the ratio 68: 29: 3. The dominant biradical intermediate is ...