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Leveraging the micellar effect: gold-catalyzed dehydrative cyclizations in water at room temperature.

ABSTRACT: 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.

SUBMITTER: Minkler SR

PROVIDER: S-EPMC4219360 | biostudies-literature | 2014 Feb

REPOSITORIES: biostudies-literature

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Leveraging the micellar effect: gold-catalyzed dehydrative cyclizations in water at room temperature.

Minkler Stefan R K SR Isley Nicholas A NA Lippincott Daniel J DJ Krause Norbert N Lipshutz Bruce H BH

Organic letters 20140116 3

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. ...[more]

PMID: 24433154

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