Zhang, Haiming and Ferreira, Eric M. and Stoltz, Brian M. (2004) Direct Oxidative Heck Cyclizations: Intramolecular Fujiwara-Moritani Arylations for the Synthesis of Functionalized Benzofurans and Dihydrobenzofurans. Angewandte Chemie International Edition, 43 (45). pp. 6144-6148. ISSN 1433-7851. doi:10.1002/anie.200461294. https://resolver.caltech.edu/CaltechAUTHORS:20170221-114810808
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Abstract
No extra functionalization step is required for palladium(II)-catalyzed oxidative carbocyclizations like that shown, which provide highly substituted benzofuran and dihydrobenzofuran derivatives by net dehydrogenation. The mechanism is similar to that of Heck cyclizations. Products containing quaternary carbon stereocenters can be obtained in diastereomerically pure form.
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| Additional Information: | © 2004 Wiley. Issue online: 17 November 2004; version of record online: 17 November 2004; manuscript Received: 13 July 2004. The authors wish to thank the NIH-NIGMS (R01 GM65961-01), the NSF (predoctoral fellowship to E.M.F.), Johnson and Johnson, Pfizer, Merck, Amgen, Research Corporation, Roche, GlaxoSmith-Kline, and Eli Lilly for generous funding. | ||||||||||||||||||||||
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| Subject Keywords: | Benzofurans; homogeneous catalysis; oxidation; palladium | ||||||||||||||||||||||
| Issue or Number: | 45 | ||||||||||||||||||||||
| DOI: | 10.1002/anie.200461294 | ||||||||||||||||||||||
| Record Number: | CaltechAUTHORS:20170221-114810808 | ||||||||||||||||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20170221-114810808 | ||||||||||||||||||||||
| Official Citation: | Zhang, H., Ferreira, E. M. and Stoltz, B. M. (2004), Direct Oxidative Heck Cyclizations: Intramolecular Fujiwara–Moritani Arylations for the Synthesis of Functionalized Benzofurans and Dihydrobenzofurans. Angewandte Chemie International Edition, 43: 6144–6148. doi:10.1002/anie.200461294 | ||||||||||||||||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | ||||||||||||||||||||||
| ID Code: | 74425 | ||||||||||||||||||||||
| Collection: | CaltechAUTHORS | ||||||||||||||||||||||
| Deposited By: | Melissa Ray | ||||||||||||||||||||||
| Deposited On: | 21 Feb 2017 21:08 | ||||||||||||||||||||||
| Last Modified: | 11 Nov 2021 05:27 |
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