Synthesis and kinetics of disassembly for silyl-containing ethoxycarbonyls using fluoride ions.

RSC Adv

Chemistry Division, U.S. Naval Research Laboratory Washington DC 20375 USA

Published: January 2018

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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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC9077272PMC
http://dx.doi.org/10.1039/c7ra07876eDOI Listing

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