Issue 0, 1981

Synthetic studies of withanolides. Part 2. Synthesis of 4aβ,5β-epoxy-4a,5,6,7,8,8a-hexahydro-4β-hydroxy-8aβ-methylnaphthalen-1(4H)-one and related compounds

Abstract

The title compound, a simple AB ring moiety of withaferin A, and its seven isomers, were synthesized via octahydro-4a-hydroxy-5-(phenylthio)-8a-methylnaphthalen-1(2H)-ones [(5a) and (5b)]. The key steps in the synthesis involve either 1,2-phenylthio-migration, or dehydration reactions of (5a) and (5b).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1981, 88-93

Synthetic studies of withanolides. Part 2. Synthesis of 4aβ,5β-epoxy-4a,5,6,7,8,8a-hexahydro-4β-hydroxy-8aβ-methylnaphthalen-1(4H)-one and related compounds

M. Hirayama, S. Fukatsu and N. Ikekawa, J. Chem. Soc., Perkin Trans. 1, 1981, 88 DOI: 10.1039/P19810000088

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