Picoloyl protecting group in synthesis: focus on a highly chemoselective catalytic removal.

ABSTRACT: The picoloyl ester (Pico) has proven to be a versatile protecting group in carbohydrate chemistry. It can be used for the purpose of stereocontrolling glycosylations via an H-bond-mediated Aglycone Delivery (HAD) method. It can also be used as a temporary protecting group that can be efficiently introduced and chemoselectively cleaved in the presence of practically all other common protecting groups used in synthesis. Herein, we will describe a new method for rapid, catalytic, and highly chemoselective removal of the picoloyl group using inexpensive copper(ii) or iron(iii) salts.

SUBMITTER: Geringer SA 

PROVIDER: S-EPMC7656231 | biostudies-literature | 2020 Jul

REPOSITORIES: biostudies-literature