Journal
CHEMICAL SCIENCE
Volume 9, Issue 12, Pages 3215-3220Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c7sc05420c
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Funding
- NIGMS [R01 GM113878]
- NIH NRSA [F32 GM125241, F32 GM117634]
- NSF GRFP fellowship
- NIH [S10 OD011980]
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Two synergistic approaches to the facile assembly of complex -trifluoromethyl alkenes are described. Using -trifluoromethyl--silyl alcohols as masked trifluoromethyl alkenes, cross-coupling or related functionalization processes at distal electrophilic sites can be executed without inducing Peterson elimination. Subsequent Lewis acidic activation affords functionalized -trifluoromethyl alkenes. Likewise, the development of a novel -trifluoromethylvinyl trifluoroborate reagent complements this approach and allows a one-step cross-coupling of (hetero)aryl halides to access a broad array of complex -trifluoromethyl alkenes.
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