Stereoselective Formation of 2‐Deoxyglycosidic Bonds in Biologically Active Natural Products

Abstract

This chapter deals with selected and recent stereocontrolled glycosylation methods including direct and indirect glycosylations, as well as with de novo synthetic approaches to 2‐deoxyglycosides. In addition, representative and significant applications of these methods to biologically active natural products possessing 2‐deoxyglycosides are introduced.

The Efficacy of Several Types of Organic Pesticides against Mortality of Armyworm (<i>Spodoptera frugiperda</i>)

“…This is because tobacco pesticides contain terpenoid enzymes that have a bitter taste and are antifeedant which can affect their insecticidal power [11]. According to [12] classifies organic pesticides as a repellant group, which rejects the presence of insects for example because of a strong odor, antifandan group that can prevent insects from eating plants that have been sprayed, inhibits the reproduction of female insects, as a nerve poison and can disrupt the hormone system in the body insects, attractant groups, namely organic pesticides that can attract the presence of insects so that they can be used as insect trapping compounds.…”

Chemical Access to d-Sarmentose Units Enables the Total Synthesis of Cardenolide Monoglycoside N-1 from Nerium oleander

“…The general structure of such cardenolides is composed of an steroidal aglycone and a glycosydic component typically based on 2-deoxy and/or 2,6-dideoxysaccharide scaffolds . Despite their prevalence, 2-deoxy and 2,6-dideoxyglycosides are typically obtained by tedious extractions since the lack of anchimeric assistance during glycosylation makes their stereoselective chemical synthesis problematic . Despite recent efforts in the preparation of 2-deoxy and 2,6-dideoxyglycosides, elaboration of “rare” deoxypyranosyl configurations (e.g., d -sarmentose) still remains a laborious task .…”