Mechanistic Studies of Deoxygenation of Steroidal Ring-D 16, 17-Ketols with Trimethylsilyl Iodide.

…, E Nagasawa, S Sato, M NUMAZAWA

文献索引：Nagaoka, Masao; Nagasawa, Etsuko; Numazawa, Mitsuteru Chemical and Pharmaceutical Bulletin, 1998 , vol. 46, # 12 p. 1857 - 1861

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被引用次数: 5

摘要

Deoxygenation reaction of steroidal 16, 17-ketols 1, 2 and 6 as well as their silyl ethers 3 and 7 and 16-and 17-iodoketone analogs 11, 12, and 14 with trimethylsilyl iodide (TMSI) or HI under various conditions was examined. The results indicate that the deoxygenation producing 16-and 17-ketones 9 and 8 proceeds through multiple reaction pathways; a direct iodination of a siloxy group of the ketol silyl ethers by iodide ion to give the iodoketones ( ...