Efficient synthesis of a pregnane-type steroid. Total synthesis of (+)-5α-dihydropregnenolone [(+)-3β-hydroxy-5α-pregnan-20-one]
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 2805-2807
- https://doi.org/10.1039/p19800002805
Abstract
An efficient total synthesis of the title compound (7) was carried out by acetylene-cation cyclisation of a 1-(pent-3-ynyl)perhydro-2-phenanthrol (6) which was prepared from a ring-D-aromatic steroid (1)via Eschenmoser ring-opening of its 13,17a-epoxy-17-oxo-derivative (3).Keywords
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