An efficient method for the halocyclization of cyclopropanes has been developed. The cyclopropanes undergo a 1,3-addition reaction to form homohalocyclization products compared to conventional alkene halocyclizations. The reaction can be induced by various electrophilic halogenating agents including 1,3-dibromo-5,5-dimethylhydantoin and N-iodosuccinimide. In cyclopropane derivatives with a preexisting stereocenter, excellent induced diastereoselectivities can be observed.

Asymmetric haloetherifications can be conducted using 1,1'-bi-2-naphthol (BINOL) phosphates as catalyst. In combination with simple N-haloamides such as N-iodopyrrolidinone or N-bromosuccinimide, good enantioselectivities can be achieved. However, depending on the substrate, the choice of BINOL phosphate is important, and different catalysts show remarkably different selectivities.

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