3, 3-Dicyclopropyl-1, 2-dioxetanes: unusual temperature effect on the singlet oxygenation of 1, 1-dialkylethylenes

M Matsumoto, H Suganuma

Index: Matsumoto, Masakatsu; Suganuma, Hiroyuki Journal of the Chemical Society, Chemical Communications, 1994 , # 21 p. 2449 - 2450

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Citation Number: 8

Abstract

The reaction temperature has a significant effect on the singlet oxygenation of a vinylcyclopropane 5 to yield an allylic hydroperoxide 6 and a dioxetane 7. ... The reaction of vinylcyclopropanes with singlet oxygen has been intensively studied because of the interest in their electronic and steric characters. The main features of the oxygenation of vinylcyclopropanes have been reported as follows: the 'ene' reaction proceeds preferentially to give allylic hydroperoxides; and ...