Ferrier/Aza-Wacker/Epoxidation/Glycosylation (FAWEG) Sequence to Access 1,2-Trans 3-Amino-3-deoxyglycosides.

3-Amino-3-deoxyglycosides constitute an essential class of nitrogen-containing sugars. Among them, many important 3-amino-3-deoxyglycosides possess a 1,2-trans relationship. In view of their numerous biological applications, the synthesis of 3-amino-3-deoxyglycosyl donors giving rise to a 1,2-trans glycosidic linkage is thus an important challenge.

N-Boc-Amides in Cross-Coupling Reactions.

Since 2015, the use of amides as electrophilic partners in cross-coupling reactions has experienced exponential growth. Diverse amide derivatives have been studied and among them N-Boc-amides have shown good activities towards various cross-coupling reactions and presents, in our view, an important synthetic usefulness. This review describes the recent developments of these chemical transformations involving N-Boc-amides.

Cobalt-Catalyzed Esterification of Amides.

The first cobalt-catalyzed amide activation of N-Boc-amides, and their conversion into esters, is reported here. This new methodology presents a very practical process that does not require an inert atmosphere, uses an inexpensive cobalt catalyst, and proceeds under mild reaction conditions. This catalytic system has a broad substrate scope and has been shown to be highly efficient, with catalyst loadings as low as 1 mol %.