Olefin cross-metathesis reactions at room temperature using the nonionic amphiphile "PTS": just add water
Bruce H Lipshutz1, Grant T Aguinaldo, Subir Ghorai
1Department of Chemistry & Biochemistry, University of California, Santa Barbara, California 93106, USA. lipshutz@chem.ucsb.edu
Abstract:
The first examples of unsymmetrical olefin cross-metathesis reactions in water, involving water-insoluble substrates, at room temperature and using commercially available catalysts are reported. The key to success is to include small percentages of the nonionic, vitamin E-based amphiphile "PTS". The nanometer micelles formed accommodate water-insoluble substrates, along with a readily available Ru-based metathesis catalyst. Reactions proceed at ambient temperatures with high efficiency and very high E-selectivity, and products are easily isolated.
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