Paper
2,5-Dimethylphenacyl as a new photoreleasable protecting group for carboxylic acids
Published May 5, 2000 · Klan, Zabadal, Heger
Organic letters
46
Citations
1
Influential Citations
Abstract
The 2,5-dimethylphenacyl chromophore, a new photoremovable protecting group for carboxylic acids, is proposed. Direct photolysis of various 2,5-dimethylphenacyl esters in benzene or methanol at 254-366 nm leads to the formation of the corresponding carboxylic acids in almost quantitative isolated yields. The photodeprotection is based on efficient intramolecular hydrogen abstraction without the necessity of introducing a photosensitizer.
The 2,5-dimethylphenacyl chromophore effectively removes protecting groups from carboxylic acids, enabling their direct photolysis in benzene or methanol without the need for a photosensitizer.
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