Published September 1, 2010
| Version Accepted Version + Supplemental Material
Journal Article
Open
Asymmetric Alkyl−Alkyl Cross-Couplings of Unactivated Secondary Alkyl Electrophiles: Stereoconvergent Suzuki Reactions of Racemic Acylated Halohydrins
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.
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).Attached Files
Accepted Version - nihms228431.pdf
Supplemental Material - ja105924f_si_001.pdf
Files
ja105924f_si_001.pdf
Additional details
Identifiers
- PMCID
- PMC2929007
- Eprint ID
- 102858
- Resolver ID
- CaltechAUTHORS:20200428-095146269
Funding
- NIH
- R01-GM62871
Dates
- Created
-
2020-04-29Created from EPrint's datestamp field
- Updated
-
2021-11-16Created from EPrint's last_modified field