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Beilstein J. Org. Chem. 2013, 9, 1319–1325, doi:10.3762/bjoc.9.148
Graphical Abstract
Scheme 1: Formation of (Z)-chloro-exo-methyleneketals.
Scheme 2: Mechanism of formation of (Z)-chloro-exo-methylenetetrahydrofurans.
Scheme 3: Stepwise formation of (Z)-chloro-exo-methylenetetrahydrofurans.
Scheme 4: Optimized protocols to form (Z)-chloro-exo-methylenetetrahydrofurans.
Scheme 5: Hydration of (Z)-chloro-exo-methylenetetrahydrofurans.
Scheme 6: Formation of dioxanes.
Figure 1: X-ray diffraction analysis of dioxanes 35 and 36.
Scheme 7: Formation of a new spirocyclic dimer.
Scheme 8: Mechanism leading to dioxanes and spirocycles.
Scheme 9: (S,S)-syn and (S,R)-syn approaches.
Scheme 10: Formation of a bridged dimer and a triene.
Figure 2: X-ray diffraction analysis of two new dimers.
Scheme 11: Mechanism leading to bridged and dienic dimers.