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2004
Dioxole derivatives
R 0170
Divergence of Carbonyl Ylide Reactions as a Function of Diazocarbonyl Comand Aldehyde Substituent: Dioxolanes, Dioxolenes, and Epoxides. — The
49- 109 pound
Rh-catalyzed treatment of diazocarbonyl compounds with aldehydes is studied. Depending on electronic effects in both substrates, epoxides and/or dioxole derivatives are
formed. For example, with the diazoacetate (II) exclusive preparation of dioxolenes is
observed, whereas its enol derivative (IV) only produces epoxides. — (RUSSELL, A.
E.; BREKAN, J.; GRONENBERG, L.; DOYLE*, M. P.; J. Org. Chem. 69 (2004) 16,
5269-5274; Dep. Chem. Biochem., Univ. Md., College Park, MD 20742, USA; Eng.)
— Jannicke
2004
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