Abstract

Abstract (±)-Anti head-to-head coumarin dimer was successfully resolved into a pair of optically active forms in good yields and in high optical purity by the fractional crystallization of both lactone-opened diamides with optically active 1-phenylethylamine followed by hydrolysis and relactonization. The absolute configuration of (−)589-anti head-to-head coumarin dimer was confirmed to be (3R,3′R,4R,4′R) by X-ray crystal structure analysis, which showed puckering of the cyclobutane ring (32.5°) and some short nonbonded distances (2.15–2.60 Å).

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