Halogenated analogues of ethyl diazoacetate are synthesised by a novel and highly efficient procedure and give halocyclopropanes in good to excellent yields when exposed to a Rh(ii) catalyst in the presence of alkenes.
Cyclopropane derivatives Q 0021Highly Efficient Formation of Halodiazoacetates and Their Use in Stereoselective Synthesis of Halocyclopropanes. -The halogenated substrates can be conveniently handled in solution at 0°C, but decompose within hours at room temperature, both as neat compounds and in solution. Both cis-and trans-stilbene are completely unreactive in the cyclopropanation process. -(BONGE, H. T.; PINTEA, B.; HANSEN*, T.; Org. Biomol. Chem. 6 (2008) 20, 3670-3672; Dep. Chem., Univ. Oslo, N-0315 Oslo, Norway; Eng.) -Bartels 07-058
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