Engineering

Materials science

Natural product

Biochemistry

Total synthesis

Glycosylation

Biochemical engineering

Combinatorial chemistry

Nanotechnology

Organic chemistry

Rational design

Chemistry

Chemical Reviews

Deoxy-sugars often play a critical role in modulating the potency of many bioactive natural products. Accordingly, there has been sustained interest in methods for their synthesis over the past several decades. The focus of much of this work has been on developing new glycosylation reactions that permit the mild and selective construction of deoxyglycosides. This Review covers classical approaches to deoxyglycoside synthesis, as well as more recently developed chemistry that aims to control the selectivity of the reaction through rational design of the promoter. Where relevant, the application of this chemistry to natural product synthesis will also be described.

Methods for 2-Deoxyglycoside Synthesis