%0 Journal Article
%A Liu, Hong-Xin
%A Dang, Ya-Qian
%A Yuan, Yun-Fei
%A Xu, Zhi-Fang
%A Qiu, Sheng-Xiang
%A Tan, Hai-Bo
%D 2016
%T Diacyl Disulfide: A Reagent for Chemoselective Acylation
of Phenols Enabled by 4‑(N,N‑Dimethylamino)pyridine Catalysis
%U 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
%R 10.1021/acs.orglett.6b02818.s001
%2 https://ndownloader.figshare.com/files/6517233
%K site-selective acylation
%K platform
%K dimethylamino
%K Diacyl Disulfide
%K diacyl disulfide
%K Catalysi
%K realm
%K catalysi
%K Reagent
%K moisture tolerance
%K group chemistry
%K Chemoselective Acylation
%K phenolic
%K acylation reagent
%K DMAP
%K ester formation
%K importance
%K Phenols Enabled
%K product modification
%K efficiency
%K Dimethylamino
%K aliphatic hydroxyl groups
%X A general
and excellent acylation reagent, diacyl disulfide, was
uncovered for efficient ester formation enabled by DMAP (4-(N,N-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.
%I ACS Publications