A synthesis of digitoxigenin (1) from 3β-acetoxyandrost-5-en-17-one (2) is presented. In the key step, the allylic epoxide (8) was subjected to palladium-induced rearrangement to give the butanolide (9).
J. Wicha and Marek. M. Kabat, J. Chem. Soc., Perkin Trans. 1, 1985, 1601 DOI: 10.1039/P19850001601
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