Journal
ORGANIC LETTERS
Volume 22, Issue 14, Pages 5572-5576Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.0c01928
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Funding
- Research Grant Council of the HKSAR [CUHK14304219]
- Chinese University of Hong Kong Direct Grant [4053394]
- Innovation and Technology Commission [GHP/004/16GD]
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Intermolecular haloesterification is an important class of transformations. The resulting products are valuable building blocks. However, it is often necessary to use super-stoichiometric amount of acid in order to compensate the low reactivity. Herein, we report a zwitterion-catalyzed intermolecular bromoesterification using acid and olefin in an equimolar ratio. Mechanistic study revealed that the charge pair in the zwitterion works synergistically in activating both NBS and carboxylic acid.
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