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Treatment of the 83%‐trans‐13CH3‐labelled 1,6‐dienoate 7 with Et2AlCl at–78° provided in high yield the ene product 9 containing 83% 13C localized in the olefinic C(8)‐methylene group. Accordingly, H‐transfer occurs exclusively from the trans‐methyl group of 7, consistent with a concerted ene process 7 9 thereby ruling out an intermediate cation 8 (Scheme 4).
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Oppolzer et al. (1984) studied this question.
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