Epoxides as alkene protecting groups. A mild and efficient deoxygenation

MG Martin, B Ganem

Index: Martin, Michael G.; Ganem, Bruce Tetrahedron Letters, 1984 , vol. 25, # 3 p. 251 - 254

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Citation Number: 96

Abstract

Notably absent from the chemist's repertoire of modern synthetic methods is a reliable, operationally simple (one step), technique for deoxygenating epoxides in high yield under gentle conditions. 2-3 If such a method were also compatible with complex, functionalized systems, it might ultimately cast the epoxide ring as a practical blocking group for alkenes. Here we report that the combination of dimethyl diazomalonate 1 with catalytic-quantities ...