PTS—New Amphiphile for Metathesis and Cross-Coupling in Water

By: Mark Redlich, Chemfiles Volume 9 Article 3

Recently introduced by Professor Bruce Lipshutz of UC, Santa Barbara, polyoxyethanyl α-tocopheryl sebacate (PTS) is a nonionic amphiphile that is proving to be a versatile “solubilizer” for organic molecules in water.1

polyoxyethanyl α-tocopheryl sebacate (PTS) (698717)

Lipophilic substrates and catalysts can efficiently enter micelles formed by PTS in water, leading to cross-coupling reactions at room temperature without the need for a co-solvent.2

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Materials

     

References

  1. Sold under license from Zymes, LLC.
  2. (a) Lipshutz, B. H. et al. Org. Lett. 2008, 10, 1325. (b) Lipshutz, B. H. et al. Adv. Synth. Catal. 2008, 350, 953. (c) Lipshutz, B. H. et al. Org. Lett. 2008, 10, 1333. (d) Lipshutz, B. H.; Taft, B. R. Org. Lett. 2008, 10, 1329. (e) Lipshutz, B. H.; Ghorai, S. Aldrichimica Acta 2008, 41, in press. (f) Lipshutz, B. H. et al. Org. Lett. 2008, 10, ASAP.

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