Rapid Construction of a Benzo-Fused Indoxamycin Core Enabled by Site-Selective C−H Functionalizations
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- 作者：T. Aaron Bedell ; Graham A. B. Hone ; Dr. Damien Valette ; Prof. Jin-Quan Yu ; Prof. Huw M. L. Davies and Prof.Prof. Erik J. Sorensen
- 刊名：Angewandte Chemie International Edition
- 出版年：2016
- 出版时间：July 11, 2016
- 年：2016
- 卷：55
- 期：29
- 页码：8270-8274
- 全文大小：1529K
- ISSN：1521-3773
文摘
Methods for functionalizing carbon–hydrogen bonds are featured in a new synthesis of the tricyclic core architecture that characterizes the indoxamycin family of secondary metabolites. A unique collaboration between three laboratories has engendered a design for synthesis featuring two sequential C−H functionalization reactions, namely a diastereoselective dirhodium carbene insertion followed by an ester-directed oxidative Heck cyclization, to rapidly assemble the congested tricyclic core of the indoxamycins. This project exemplifies how multi-laboratory collaborations can foster conceptually novel approaches to challenging problems in chemical synthesis.