Journal
ORGANIC LETTERS
Volume 9, Issue 23, Pages 4885-4888Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol7022505
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Funding
- NCRR NIH HHS [P41 RR 02301, P41 RR002301] Funding Source: Medline
- NIGMS NIH HHS [GM 44783, R01 GM044783-17, R01 GM044783] Funding Source: Medline
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Olefin metathesis in aqueous solvents is sought for applications in green chemistry and with the hydrophilic substrates of chemical biology, such as proteins and polysaccharides. Most demonstrations of metathesis in water, however, utilize exotic complexes. We have examined the performance of conventional catalysts in homogeneous water/organic mixtures, finding that the second-generation Hoveyda-Grubbs catalyst has extraordinary efficiency in aqueous dimethoxyethane and aqueous acetone. High (71-95%) conversions are achieved for ring-closing and cross metathesis of a variety of substrates in these solvent systems.
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