(Zinc)redible! 2,3-Disubstituted and 2,3-trisubstituted iodocyclopropanes can be accessed in enantiomerically enriched form by using the enantioselective Simmons–Smith iodocyclopropanation of allylic alcohols in the presence of the stoichiometric dioxaborolane chiral ligand. These iodocyclopropanes serve as versatile chiral building blocks towards highly functionalized 1,2,3-trisubstituted cyclopropanes (see scheme).
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Beaulieu et al. (2009) studied this question.
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