Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles

Author(s)
Yang, Yang; Mustard, Thomas J. L.; Cheong, Paul Ha-Yeon; Buchwald, Stephen Leffler
Thumbnail
DownloadBuchwald_Palladium-catalyzed.pdf (1.563Mb)
OPEN_ACCESS_POLICY
Terms of use
Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/
Metadata
Show full item record
Abstract
Completely linear: The title reaction provides an effective means to access a wide range of prenylated arenes and “skipped dienes” in a completely linear-selective fashion, as demonstrated by a concise synthesis of the anti-HIV natural product siamenol. DFT calculations shed light on the origin of the excellent regioselectivity observed with the current Pd-based catalyst system.
Date issued
2013-11
URI
http://hdl.handle.net/1721.1/94514
Department
Massachusetts Institute of Technology. Department of Chemistry
Journal
Angewandte Chemie International Edition
Publisher
Wiley Blackwell
Citation
Yang, Yang, Thomas J. L. Mustard, Paul Ha-Yeon Cheong, and Stephen L. Buchwald. “Palladium-Catalyzed Completely Linear-Selective Negishi Cross-Coupling of Allylzinc Halides with Aryl and Vinyl Electrophiles.” Angewandte Chemie International Edition 52, no. 52 (November 8, 2013): 14098–14102.
Version: Author's final manuscript
ISSN
14337851
1521-3773
Collections