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In this study, the term "natural product-like compounds" can most easily be related to the enterobactins, natural products having 12-membered rings and three unsaturation units (esters) that stabilize analogous hexagonal conformations.
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The cis isomer of 5d was obtained from cis-4-octenedioic acid. The independent syntheses of both double bond isomers of 5d prove unambiguously that the RCM reaction produces only the trans isomer. Nevertheless, NMR analyses suggest that several of the macrocycles exist as conformational isomers (ratios ∼3:1 to 6:1, see Supporting Information).
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