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Tetrahedron

Studies on cyclitols—XVII: Structural requirements for abnormal hydroxylation of dienes by permanganate

KA Powell, AL Hughes, H Katchian, JF Jerauld…

文献索引:Powell,K.A. et al. Tetrahedron, 1972 , vol. 28, p. 2019 - 2027

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被引用次数: 17

摘要

Abnormal hydroxylation by permanganate of cyclopentadiene (1a) and 1, 3-cyclohexadiene (1b) has been described previously. This pathway, referred to as the epoxidic pathway, gives (1, 2, 3, 4/0)-1, 2-epoxydiols (3), and (1, 2, 3/4)-and (1, 2, 4/3)-tetrols (5 and 6) in addition to normal products. A second abnormal pathway, described by other authors, converts 1, 5-hexadiene (7) and related dienes (9) into tetrahydrofurandiols (8 and 10). ...