Enantioselective Total Synthesis of Aperidine

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• 作者：Toshiyuki Wakimoto ; Kakeru Miyata ; Hitoshi Ohuchi ; Tomohiro Asakawa ; Haruo Nukaya ; Yoshihide Suwa ; Toshiyuki Kan
• 刊名：Organic Letters
• 出版年：2011
• 出版时间：May 20, 2011
• 年：2011
• 卷：13
• 期：10
• 页码：2789-2791
• 全文大小：720K
• 年卷期：v.13,no.10(May 20, 2011)
• ISSN：1523-7052

文摘

An efficient total synthesis of aperidine was accomplished using a Rh-catalyzed C鈥揌 insertion of a cis-dihydrobenzofuran ring. To circumvent the facile epimerization of the cis-dihydrobenzofuran ring, we designed and prepared the C鈥揌 insertion precursor diazoamide by Raines鈥?protocol. Finally, the efficient incorporation of a guanidine group and mild deprotection conditions yielded this labile natural product.