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Diastereoselectivities greater than 96% were achieved in the singlet oxygen ene reaction of the cyclohexadiene carboxylic acids 1. The hydroperoxides 2 and 3 were obtained in excellent yields and constitute valuable building blocks for organic synthesis. The stereoselectivities can be influenced by varying the substituents R and the reaction conditions. R = Me, Et, iPr.
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Linker et al. (1994) studied this question.
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