10.1021/acs.orglett.7b02841.s001
Qing-Lan Pei
Qing-Lan
Pei
Guan-Da Che
Guan-Da
Che
Ru-Yi Zhu
Ru-Yi
Zhu
Jian He
Jian
He
Jin-Quan Yu
Jin-Quan
Yu
An Epoxide-Mediated Deprotection Method for Acidic
Amide Auxiliary
American Chemical Society
2017
acidic amide
Acidic Amide Auxiliary
removal
Epoxide-Mediated Deprotection Method
Facile alcoholysis
amide substrates
2017-10-17 16:21:09
Journal contribution
https://acs.figshare.com/articles/journal_contribution/An_Epoxide-Mediated_Deprotection_Method_for_Acidic_Amide_Auxiliary/5505820
A practical
method for the removal of a versatile acidic amide
auxiliary has been developed. Facile alcoholysis of the amide in the
presence of KOAc is enabled by an epoxide, which mechanistically resembles
the removal of the Myers’ auxiliary. The protocol has been
applied to the removal of a variety of amide substrates and their
C–H functionalization products with high efficiency and low
cost, representing a step forward toward the development of a versatile
directing group for C–H activation.