An astonishingly highly induced diastercoselectivity (>98%) characterizes the intermolecular cycloaddition of the adduct of 1 and 2. The cis coupled cyclopenta[c]pyran derivative 3 is formed, which could be converted in six steps into the deoxyloganin 4. Compound 4 is of interest as a precursor for the biosynthesis of alkaloids.
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Tietze et al. (1987) studied this question.
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