Owston, Nathan A. and Fu, Gregory C. (2010) Asymmetric Alkyl−Alkyl Cross-Couplings of Unactivated Secondary Alkyl Electrophiles: Stereoconvergent Suzuki Reactions of Racemic Acylated Halohydrins. Journal of the American Chemical Society, 132 (34). pp. 11908-11909. ISSN 0002-7863. PMCID PMC2929007. doi:10.1021/ja105924f. https://resolver.caltech.edu/CaltechAUTHORS:20200428-095146269
![[img]](https://authors.library.caltech.edu/style/images/fileicons/application_pdf.png) |
PDF
- Accepted Version
See Usage Policy. 416kB |
|
PDF (Experimental procedures and compound characterization data)
- Supplemental Material
See Usage Policy. 3MB |
Use this Persistent URL to link to this item: https://resolver.caltech.edu/CaltechAUTHORS:20200428-095146269
Abstract
A method for asymmetric alkyl−alkyl Suzuki reactions of unactivated secondary alkyl electrophiles, specifically, cross-couplings of racemic acylated halohydrins with alkylborane reagents, has been developed. A range of protected bromohydrins, as well as a protected chlorohydrin and a homologated bromohydrin, are coupled in good ee by a catalyst derived from commercially available components.
| Item Type: | Article | |||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Related URLs: |
| |||||||||
| ORCID: |
| |||||||||
| Additional Information: | © 2010 American Chemical Society. Received July 5, 2010. We thank Angelika Bruckmann for preliminary studies. Support has been provided by the National Institutes of Health (National Institute of General Medical Sciences, Grant R01-GM62871). | |||||||||
| Funders: |
| |||||||||
| Issue or Number: | 34 | |||||||||
| PubMed Central ID: | PMC2929007 | |||||||||
| DOI: | 10.1021/ja105924f | |||||||||
| Record Number: | CaltechAUTHORS:20200428-095146269 | |||||||||
| Persistent URL: | https://resolver.caltech.edu/CaltechAUTHORS:20200428-095146269 | |||||||||
| Official Citation: | Asymmetric Alkyl−Alkyl Cross-Couplings of Unactivated Secondary Alkyl Electrophiles: Stereoconvergent Suzuki Reactions of Racemic Acylated Halohydrins Nathan A. Owston and Gregory C. Fu Journal of the American Chemical Society 2010 132 (34), 11908-11909 DOI: 10.1021/ja105924f | |||||||||
| Usage Policy: | No commercial reproduction, distribution, display or performance rights in this work are provided. | |||||||||
| ID Code: | 102858 | |||||||||
| Collection: | CaltechAUTHORS | |||||||||
| Deposited By: | George Porter | |||||||||
| Deposited On: | 29 Apr 2020 17:23 | |||||||||
| Last Modified: | 16 Nov 2021 18:16 |
Repository Staff Only: item control page
