@article{a5c0d1f7636e45f19d76e809512c77ff,
title = "Rapid Construction of a Benzo-Fused Indoxamycin Core Enabled by Site-Selective C−H Functionalizations",
abstract = "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.",
keywords = "C−H bond activation, natural products, palladation, rhodium carbenes, synthetic methods",
author = "Bedell, {T. Aaron} and Hone, {Graham A.B.} and Damien Valette and Yu, {Jin Quan} and Davies, {Huw M.L.} and Sorensen, {Erik J.}",
note = "Funding Information: This work was supported by the CCI Center for Selective C−H Functionalization (CCHF; CHE-1205646) and Princeton University. We gratefully thank the members of the NSF-CCHF for their insight and helpful discussions, Dr. Neal Byrne and Dr. Christina Kraml of Lotus Separations for the separation of the enantiomers of 7, and Dr. Phillip Jeffrey for assistance with the X-ray crystallographic analysis of 8 b and 9 b. Funding Information: This work was supported by the CCI Center for Selective C?H Functionalization (CCHF; CHE-1205646) and Princeton University. We gratefully thank the members of the NSF-CCHF for their insight and helpful discussions, Dr. Neal Byrne and Dr. Christina Kraml of Lotus Separations for the separation of the enantiomers of 7, and Dr. Phillip Jeffrey for assistance with the X-ray crystallographic analysis of 8 b and 9 b. Publisher Copyright: {\textcopyright} 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim",
year = "2016",
month = jul,
day = "11",
doi = "10.1002/anie.201602024",
language = "English (US)",
volume = "55",
pages = "8270--8274",
journal = "Angewandte Chemie - International Edition",
issn = "1433-7851",
publisher = "John Wiley and Sons Ltd",
number = "29",
}