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Secondary Alcohol Hemiacetal Formation: An in Situ Carbonyl Activation Strategy

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ORGANIC LETTERS
卷 11, 期 22, 页码 5126-5129

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AMER CHEMICAL SOC
DOI: 10.1021/ol9020207

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  1. NIH [GM077437]
  2. Welch Foundation

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A simple strategy was studied for the reversible nucleophilic addition of secondary alcohols to carbonyl-based receptors to form hemiacetals. It Involves the in situ binding of neighboring Bronsted and Lewis acids activators. The addition reaction was successfully observed by UV-vis spectroscopy, thereby laying the groundwork for alcohol optical sensor design.

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