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A new, highly stereoselective intramolecular cyclopropanation of vinylogous carbonate with carbenes using copper catalyst is described. Each of the cyclopropane bonds of these two acceptor substituted cyclopropafuranones can be cleaved with complete regiocontrol by judicious choice of reaction conditions, leading to a diverse array of frameworks such as tetrahydrofuran-3-one, tetrahydropyran-3-one, and lactones.
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Gharpure et al. (2009) studied this question.
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