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

RSC Advances Pub Date: 2018-01-09 DOI: 10.1039/C7RA07876E

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.

Graphical abstract: Synthesis and kinetics of disassembly for silyl-containing ethoxycarbonyls using fluoride ions
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