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Published on: January 19, 2016
Synthesis and kinetics of disassembly for silyl-containing ethoxycarbonyls using fluoride ions
Eugene Camerino1, Grant C Daniels2, James H Wynne2
1American Society for Engineering Education, Chemistry Division, U.S. Naval Research Laboratory Washington DC 20375 USA.
Abstract:
In this study, a series of silyl-containing ethoxycarbonates and ethoxycarbamates on electron poor anilines and phenols were synthesized and their kinetics of disassembly determined in real-time upon exposure to fluoride ion sources at room temperature. The results provide a greater understanding of stability and kinetics for silyl-containing protecting groups that eliminate volatile molecules upon removal, which will allow for simplification of orthogonal protection in complex organic molecules.
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