Tetrahedron

Unusual selectivity in the oxidative functionalization of gem-dibromocyclopropanes

AV Nizovtsev, MS Baird, IG Bolesov

Index: Nizovtsev, Alexey V.; Baird, Mark S.; Bolesov, Ivan G. Tetrahedron, 2004 , vol. 60, # 16 p. 3717 - 3729

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Abstract

Oxidation of gem-dibromocyclopropanes with chromium trioxide in acetic acid or a number of other reagents is generally slower than that of the corresponding cyclopropane; in a number of cases moderate yields of products are obtained but these show unexpected oxidation patterns.

Detail

~77%

~8%

Detail

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