4.8 Article

Olefin cross-metathesis reactions at room temperature using the nonionic amphiphile PTS: Just add water

Journal

ORGANIC LETTERS
Volume 10, Issue 7, Pages 1325-1328

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol800028x

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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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