Abstract
We report the clean, efficient photorelease of a series of carboxylic acids embedded in octa acid (OA) host and protected by a p-hydroxyphenacyl cage. A key role is played by the cage by providing hydrophobicity for entry into the OA enclosure and yet readily removable as a photoactivated protecting group for release from the host. The rapid photo-Favorskii rearrangement of the departing chromophore does not react with the host OA but diminishes hydrophobicity of the OA contents, leading to their facile release into the solvent.
Original language | English (US) |
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Pages (from-to) | 1276-1279 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 17 |
Issue number | 5 |
DOIs | |
State | Published - Mar 6 2015 |
ASJC Scopus subject areas
- Organic Chemistry
- Physical and Theoretical Chemistry
- Biochemistry