Issue 8, 1989

Regioselective β-scission of α-oxoalkoxyl radicals: a novel formation of α-hydroxy ε-lactones by photolysis of steroidal α-oxo alcohol hypoiodites in the presence of mercury(II) oxide and iodine

Abstract

Irradiation of hypoiodites of steroidal α-oxo tertiary alcohols in the presence of mercury(II) oxide and iodine in benzene gave α-hydroxy ε-lactones and enolic ε-lactone; the mechanism of their formation is discussed on the basis of an 18O labelling study.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 1553-1555

Regioselective β-scission of α-oxoalkoxyl radicals: a novel formation of α-hydroxy ε-lactones by photolysis of steroidal α-oxo alcohol hypoiodites in the presence of mercury(II) oxide and iodine

H. Suginome, J. B. Wang and G. Satoh, J. Chem. Soc., Perkin Trans. 1, 1989, 1553 DOI: 10.1039/P19890001553

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