A synthesis of digitoxigenin (1) from 3β-acetoxyandrost-5-en-17-one (2) has been developed in which the key step involved a rearrangement of the allylic expoxide (8) to the butanolide (9) induced by tetrakis(triphenylphosphine)palladium (0).
J. Wicha and M. M. Kabat, J. Chem. Soc., Chem. Commun., 1983, 985 DOI: 10.1039/C39830000985
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