Synthesis of (±)-3H-Epivincamine via a Rh(II)-Triggered Cyclization/Cycloaddition Cascade

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• 作者：Dylan B. England ; Albert Padwa
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：August 16, 2007
• 年：2007
• 卷：9
• 期：17
• 页码：3249 - 3252
• 全文大小：86K
• 年卷期：v.9,no.17(August 16, 2007)
• ISSN：1523-7052

文摘

BLE>bscribe/journals/orlef7/9/i17/figures/ol071173xn00001.gif" ALIGN="left" HSPACE=5>A synthesis of (±)-3H-epivincamine is reported. Important steps include (1) a Rh(II)-catalyzed intramolecular [3+2]-cycloaddition of an -diazoindolo amide, (2) a reductive ring opening of the cycloadduct, (3) a decarboethoxylation reaction, and (4) a base-induced keto-amide ringcontraction.