Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Organic Photochemistry. V. Dethioacetalization by Photolysis in the Presence of Molecular Oxygen
OSAMU HOSHINOSHOHEI SAWAKIBUNSUKE UMEZAWA
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Keywords: steroidal ketone
JOURNAL FREE ACCESS

1979 Volume 27 Issue 2 Pages 538-540

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Abstract
Photolysis (a 200 W high pressure mercury lamp) under oxygen stream of ethylene dithioacetals of 5, 6-dimethoxy-α-indanone, α-and β-indanone, α-tetralone, 5α-and 5β-cholestan-3-ones, cholest-4-en-3-one, and cyclohexanone in an appropriate solvent (nhexane, ethanol or benzene) was carried out to give the parent ketones. Ethylene dithioacetal of cholest-5-en-3-one on photolysis followed by NaBH4 reduction gave cholest-4-en-3β-o1, showing photo-induced isomerization of the double bond.
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© The Pharmaceutical Society of Japan
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