Diacyl Disulfide: A Reagent for Chemoselective Acylation of Phenols Enabled by 4‑(<i>N</i>,<i>N</i>‑Dimethylamino)pyridine Catalysis Hong-Xin Liu Ya-Qian Dang Yun-Fei Yuan Zhi-Fang Xu Sheng-Xiang Qiu Hai-Bo Tan 10.1021/acs.orglett.6b02818.s001 https://acs.figshare.com/articles/journal_contribution/Diacyl_Disulfide_A_Reagent_for_Chemoselective_Acylation_of_Phenols_Enabled_by_4_i_N_i_i_N_i_Dimethylamino_pyridine_Catalysis/4047603 A general and excellent acylation reagent, diacyl disulfide, was uncovered for efficient ester formation enabled by DMAP (4-(<i>N</i>,<i>N</i>-dimethylamino)­pyridine) catalysis. This protocol offered a promising synthetic platform on site-selective acylation of phenolic and primary aliphatic hydroxyl groups, which greatly expanded the realm of protecting group chemistry. The importance of the reagent was also reflected by its excellent moisture tolerance, high efficiency, and potential in synthetic chemistry and biologically meaningful natural product modification. 2016-10-21 13:15:46 site-selective acylation platform dimethylamino Diacyl Disulfide diacyl disulfide Catalysi realm catalysi Reagent moisture tolerance group chemistry Chemoselective Acylation phenolic acylation reagent DMAP ester formation importance Phenols Enabled product modification efficiency Dimethylamino aliphatic hydroxyl groups