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Transfer of the hydrogen atom at C-1 of the cyclopropyl ring is unprecedented, probably due to the high thermodynamic unfavorability of the formation of the cyclopropyl radical. Therefore, under these conditions, opening of the cyclopropyl ring must be favored over hydrogen transfer.
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N-Benzyl derivatives of 1a-4a, as well as N-benzyl-N-cyclopropylamine, were, however, found to be stable under these reaction conditions.
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T from both cis- and trans-2-methyl substrates 3a and 4a must be due to the steric favorability for the trans ring closure.
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