Tandem chain extension–iodomethylation reactions: formation of α-functionalized γ-keto carbonyls

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• 作者：Qinglin Pu ; Emerald Wilson ; Charles K. Zercher
• 关键词：Zinc ; Carbenoid ; Chain extension ; Homoenolate
• 刊名：Tetrahedron
• 出版年：2008
• 出版时间：25 August 2008
• 年：2008
• 卷：64
• 期：35
• 页码：8045-8051
• 全文大小：292 K

文摘

Sequential exposure of a zinc-organometallic intermediate, generated through a zinc carbenoid-mediated chain extension reaction of a β-keto carbonyl, to trimethylsilylchloride and iodine provided regioselective formation of an α-iodomethyl-γ-keto carbonyl. The iodomethyl functionality can be further manipulated to provide side chains that are potential mimics of α-amino acid side chains.