Chemoselectivity in the Michael Addition of Silyl Enol Ethers in Lithium Perchlorate-Diethyl Ether Medium. Evidence for Facile Silyl Group Transfer to Michael …

VG Saraswathy, S Sankararaman

文献索引：Saraswathy, V. Geetha; Sankararaman, S. Journal of Organic Chemistry, 1995 , vol. 60, # 16 p. 5024 - 5028

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被引用次数: 22

摘要

The silyl enol ethers from cyclohexanone and cyclopentanone underwent efficient 1, 4- addition to p-nitro-and p, p-dicyanostyrenes in 5 M lithium perchlorate/diethyl ether (LPDE) at ambient temperature to give the corresponding Michael adducts in good yields and with moderate stereoselectivity. The reaction was found to be highly chemoselective in that a,@- unsaturated carbonyl compounds failed to undergo Michael addition with the silyl enol ...