An adjacent cis 5-hydroxy group changes the regio- and stereo-chemistry of the TCNE-catalysed methanolysis of steroidal 3,4-epoxides from trans diaxial to diequatorial cleavage; the stereochemistry of the two products is established by X-ray crystallography.
J. R. Hanson, P. B. Hitchcock and C. Uyanik, J. Chem. Res. (S), 1998, 300 DOI: 10.1039/A800185E
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