4.8 Article

Leveraging the Micellar Effect: Gold-Catalyzed Dehydrative Cyclizations in Water at Room Temperature

Journal

ORGANIC LETTERS
Volume 16, Issue 3, Pages 724-726

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol403402h

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Funding

  1. NIH [GM 86485]

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The first examples of gold-catalyzed cyclizations of diols and triols to the corresponding hetero- or spirocycles in an aqueous medium are presented. These reactions take place within nanomicelles, where the hydrophobic effect is operating, thereby driving the dehydrations, notwithstanding the surrounding water. By the addition of simple salts such as sodium chloride, reaction times and catalyst loadings can be significantly decreased.

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