Acid- mediated reactions under microfluidic conditions: A new strategy for practical synthesis of biofunctional natural products

• Katsunori Tanaka and
• Koichi Fukase

Beilstein J. Org. Chem. 2009, 5, No. 40, doi:10.3762/bjoc.5.40

• prominent biological activity in a “practical” and a “industrial” manner. Keywords: acid-mediated reaction; microreactor; natural products synthesis; oligosaccharide; pristane; Introduction A continuous flow microreactor, an innovative technology, has been used to realize efficient mixing and fast heat

• conditions enabled the preparation of key synthetic intermediates for oligosaccharides on a multi-gram scale, eventually leading to a total synthesis of the asparagine-linked oligosaccharide (N-glycan) [32]. A significant improvement has also been achieved for dehydration, which resulted in the industrial

• industrial synthesis of the bioactive natural products. Review 1. Application of microfluidic systems to the synthesis of asparagine-linked oligosaccharides Among the various types of oligosaccharide structures, asparagine-linked oligosaccharides (N-glycans) are prominent in terms of diversity and complexity

Dimerization of propargyl and homopropargyl 6-azido- 6-deoxy- glycosides upon 1,3-dipolar cycloaddition

• Nikolas Pietrzik,
• Daniel Schmollinger and
• Thomas Ziegler

Beilstein J. Org. Chem. 2008, 4, No. 30, doi:10.3762/bjoc.4.30

• of highly glycosylated beta-peptides that can mimic specific oligosaccharide-protein interactions prompted us to further search for efficient routes toward glycosylated amino acid building blocks derived from asparaginic acid in which the glycon is bound to C-1 of the asparaginic acid through

• libraries of highly glycosylated peptides, some members of which were indeed shown to behave like oligosaccharide mimics capable to specifically bind lectins [1][4]. In order to increase the structural diversity of the aforementioned building blocks, we contemplated using as the spacer entity 1,2,3

Methods for the synthesis of polyhydroxylated piperidines by diastereoselective dihydroxylation: Exploitation in the two-directional synthesis of aza-C-linked disaccharide derivatives

• Andrew Kennedy,
• Adam Nelson and
• Alexis Perry

Beilstein J. Org. Chem. 2005, 1, No. 2, doi:10.1186/1860-5397-1-2

• LS2 9JT, UK School of Chemistry, University of Leeds, Leeds LS2 9JT, UK 10.1186/1860-5397-1-2 Abstract Background Many polyhydroxylated piperidines are inhibitors of the oligosaccharide processing enzymes, glycosidases and glycosyltransferases. Aza-C-linked disaccharide mimetics are compounds in

• configurations to be prepared. The work demonstrates that highly unsymmetrical molecules may be prepared using a two directional approach. The deprotected compounds may have potential as inhibitors of oligosaccharide-processing enzymes and as tools in chemical genetic investigations. Introduction Many

• polyhydroxylated piperidines are potent inhibitors of the oligosaccharide processing enzymes, glycosidases and glycosyltransferases.[1][2][3] For example, deoxymannojirimycin, 1, and deoxynojirimycin, 2, are selective mannosidase and glucosidase inhibitors respectively.[4][5] In these molecules, the nitrogen atom