Alcohol uncaging with fluorescence reporting: evaluation of o-acetoxyphenyl methyloxazolone precursors

N Gagey, M Emond, P Neveu, C Benbrahim…

Index: Gagey, Nathalie; Emond, Matthieu; Neveu, Pierre; Benbrahim, Chouaha; Goetz, Bernard; Aujard, Isabelle; Baudin, Jean-Bernard; Jullien, Ludovic Organic Letters, 2008 , vol. 10, # 12 p. 2341 - 2344

Full Text: HTML

Citation Number: 41

Abstract

This paper evaluates a series of photolabile protecting groups with built-in fluorescence reporting. They rely on readily available o-acetoxyphenyl methyloxazolones as activated precursors. Alcohol substrates are easily caged. The resulting photoactivable esters exhibit large one-and two-photon uncaging cross sections. The alcohol substrates are quantitatively released in a 1: 1 molar ratio with a strongly fluorescent coumarin coproduct that serves as ...