Total Synthesis of Ivorenolide A Following a Base-Induced Elimination Protocol

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• 作者：Debendra K. Mohapatra ; Gonela Umamaheshwar ; R. Nageshwar Rao ; T. Srinivasa Rao ; Sudheer Kumar R ; Jhillu S. Yadav
• 刊名：Organic Letters
• 出版年：2015
• 出版时间：February 20, 2015
• 年：2015
• 卷：17
• 期：4
• 页码：979-981
• 全文大小：271K
• ISSN：1523-7052

文摘

A concise and stereocontrolled first total synthesis of Ivorenolide A (1) is reported in 16 longest linear steps with a 13.4% overall yield starting from (+)-diethyl tartrate (DET). Key features are base-induced elimination protocol for the construction of chiral propargyl alcohols in both fragments, Pd-catalyzed cross-coupling of terminal acetylenes, and Shiina鈥檚 2-methyl-6-nitrobenzoic anhydride (MNBA) mediated macrolactonization.