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Communication | Special issue | Vol 11, No. 1, 1978, pp.171-179
Published online, 1st January, 1970
DOI: 10.3987/S(N)-1978-01-0171
A Mechanistic Suggestion for Pummerer Rearrangement of Cyclic β-Keto Sulfoxides. Synthesis of 3-Methoxy-16-thia-D-homoestra-1,3,5(10),8,14-pentaene-17,17a-diols

Tadao Terasawa* and Toshihiko Okada

*Shionogi Research Laboratories, Shionogi & Co. Ltd., Fukushima-ku, Osaka 553-0002, Japan

Abstract

Synthesis of the title compound via Pummerer rearrangement of corresponding β-keto sulfoxides is reported. The mechanism and stereochemistry of the rearrangement are also discussed.