Currently, three common SPGs are used (Figure ). Most common is 3-methoxy-3-oxopropane-1-sulfone (SMOPS), which undergoes deprotection to the sulfinate in basic conditions. More recently, TBS-Rongalite (TBS-R), and Rongacyl have also been introduced and undergo deprotection with fluoride and hydroxide, respectively (Figure ). As with any protecting group, high stability and orthogonal deprotection conditions are required. In the course of our laboratory's efforts towards the synthesis of SF-containing small molecule inhibitors, we found that all three known SPGs had low stability in many common synthetic transformations. Thus, in this study, a comprehensive analysis of SPG synthesis and stability was undertaken. This ultimately resulted in the discovery of three additional SPGs with broad stability and unique, selective deprotection conditions.