Regioselective hypervalent iodine-induced Favorskii rearrangement of 3-oxo-5β-steroids.

Alejandro O. Viviano-Posadas,Marcos Flores-Álamo,Martín A. Iglesias-Arteaga

Steroids（2016）

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摘要

•Treatment of 3-oxo-5β-steroids with DIB/KOH produced a Favorskii rearrangement.•3β-Methoxycarbonyl-5β-4-norsteroids are produced in good yields.•The observed regioselectivity was justified in terms of the Semi-benzylic mechanism.•The obtained compounds were characterized by NMR and X-ray Diffraction.

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关键词

3-Oxo-5β-steroids,Hypervalent iodine,Favorskii rearrangement,Semi-benzylic mechanism,NMR,X-ray Diffraction

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