The enaminoid derivatives formed by deprotonation of the olefin‐α‐chloro‐nitrone cycloadducts (see preceding communications) undergo a beautifully clean cycloreversion at ambient or slightly elevated temperatures. The sequence (2+4)‐cycloaddition → deprotonation → (2′+4)‐cycloreversion constitutes a potentially useful method for the oxidative cleavage of olefinic double bonds with concomitant extension of the carbon chain at one of the double bond termini (indirect «carboxolytic» cleavage of double bonds; see schemes 1 and 3).
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Gygax et al. (1972) studied this question.
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