A General Strategy for Visible-Light Decaging Based on the Quinone Trimethyl Lock.
Visible-light triggered quinone trimethyl locks are reported as a general design for long-wavelength photoremovable protecting groups for alcohols and amines. Intramolecular photoreduction unmasks a reactive phenol that undergoes fast lactonization to release alcohols and amines. Model substrates are released in quantitative yield along with well-defined, colorless hydroquinone byproducts. Substituent modifications of the quinone core allow absorption from 400 to 600 nm.
Division of Chemistry and Chemical Engineering, California Institute of Technology , Pasadena, California 91125, United States.
David P
DP
Walton
Division of Chemistry and Chemical Engineering, California Institute of Technology , Pasadena, California 91125, United States.
Dennis A
0000-0003-1464-2461
DA
Dougherty