Zinc converts the 17α-ethynyl carbinol acetate (1) by a reductive process accompanied by rearrangement and elimination, into the allenyl steroid (2a), a useful intermediate for the preparation of the corticoid chain by osmylation, and of 17α-hydroxy-20-oxo-pregnanes by peracid oxidation.
M. Biollaz, W. Haefliger, E. Velarde, P. Crabbé and J. H. Fried, J. Chem. Soc. D, 1971, 1322 DOI: 10.1039/C29710001322
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