The conversion of series of specifically 2-alkylated-3-deuteriated-1-aminocyclopanecarboxylates by apple tissue into mixture of cis-and trans-1-deuterioalk-1-enes is reported; the results are in accord with a stepwisw enzymatic mechanism of cyclopropane ring opening in which stereochemical equilibration is faster than the subsequent bond breaking process.
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Baldwin et al. (1985) studied this question.
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