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Alkyl-Alkyl Suzuki Cross-Coupling of Unactivated Secondary Alkyl Chlorides

Lu, Zhe and Fu, Gregory C. (2010) Alkyl-Alkyl Suzuki Cross-Coupling of Unactivated Secondary Alkyl Chlorides. Angewandte Chemie International Edition, 49 (37). pp. 6676-6678. ISSN 1433-7851. PMCID PMC3073318. doi:10.1002/anie.201003272. https://resolver.caltech.edu/CaltechAUTHORS:20200513-100146935

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Abstract

No such thing as a problem substrate! In a reaction designed specifically for the title substrates C-C coupling with alkyl boranes occurred in good yield at room temperature with commercially available catalyst components (see scheme). This versatile method is also suitable for Suzuki reactions of secondary and primary alkyl bromides and iodides, as well as primary alkyl chlorides.


Item Type:Article
Related URLs:
URLURL TypeDescription
https://doi.org/10.1002/anie.201003272DOIArticle
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3073318PubMed CentralArticle
ORCID:
AuthorORCID
Fu, Gregory C.0000-0002-0927-680X
Additional Information:© 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Received: May 30, 2010; Published online: August 16, 2010. Support has been provided by the National Institutes of Health (National Institute of General Medical Sciences, grant R01-GM62871), Eli Lilly (fellowship to Z.L.), the Martin Family Society of Fellows for Sustainability (fellowship to Z.L.), Merck Research Laboratories, and Novartis. We thank Dr. Bunnai Saito for preliminary studies and Dr. Jeffrey H. Simpson for assistance with NMR spectroscopy.
Funders:
Funding AgencyGrant Number
NIHR01-GM62871
Eli LillyUNSPECIFIED
Martin Family Society of Fellows for SustainabilityUNSPECIFIED
Merck Research LaboratoriesUNSPECIFIED
NovartisUNSPECIFIED
Subject Keywords:alkyl halides; boron; cross‐coupling; homogeneous catalysis; nickel
Issue or Number:37
PubMed Central ID:PMC3073318
DOI:10.1002/anie.201003272
Record Number:CaltechAUTHORS:20200513-100146935
Persistent URL:https://resolver.caltech.edu/CaltechAUTHORS:20200513-100146935
Official Citation:Lu, Z. and Fu, G. (2010), Alkyl–Alkyl Suzuki Cross‐Coupling of Unactivated Secondary Alkyl Chlorides. Angewandte Chemie International Edition, 49: 6676-6678. doi:10.1002/anie.201003272
Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:103171
Collection:CaltechAUTHORS
Deposited By: Tony Diaz
Deposited On:13 May 2020 17:39
Last Modified:16 Nov 2021 18:19

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