Issue 0, 1980

Efficient synthesis of a pregnane-type steroid. Total synthesis of (+)-5α-dihydropregnenolone [(+)-3β-hydroxy-5α-pregnan-20-one]

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).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1980, 2805-2807

Efficient synthesis of a pregnane-type steroid. Total synthesis of (+)-5α-dihydropregnenolone [(+)-3β-hydroxy-5α-pregnan-20-one]

T. Kametani, K. Suzuki and H. Nemoto, J. Chem. Soc., Perkin Trans. 1, 1980, 2805 DOI: 10.1039/P19800002805

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