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Beilstein J. Org. Chem. 2010, 6, No. 41, doi:10.3762/bjoc.6.41
Graphical Abstract
Scheme 1: The C–F bond forming Prins reaction leading to 4-fluoropyrans [10].
Figure 1: X-ray crystal structure of syn-5a.
Scheme 2: Ring opening hydrogenation of an oxa-Prins product.
Figure 2: X-ray crystal structure of the major bicyclic tetrahydropyran diastereoisomer 9b.
Scheme 3: Reaction using (E)-11a and (Z)-11b hex-3-en-1-ols with 4-nitrobenzaldehyde to generate 4-fluorotetr...
Figure 3: X-ray crystal structure of the minor anti-piperidine product 14d.