• Publications
  • Influence
Direct synthesis of 2-deoxy-β-glycosides via anomeric O-alkylation with secondary electrophiles.
An approach for direct synthesis of biologically significant 2-deoxy-β-glycosides has been developed via O-alkylation of a variety of 2-deoxy-sugar-derived anomeric alkoxides using challengingExpand
  • 41
Umpolung reactivity in the stereoselective synthesis of S-linked 2-deoxyglycosides.
sugars play a critical role in the biological activity of these compounds as well as their stability and solubility. [10] As a result, considerable effort has been devoted to the stereoselectiveExpand
  • 39
Gold-Catalyzed Synthesis of 2-Deoxy Glycosides Using S-But-3-ynyl Thioglycoside Donors
A mild and atom-economic gold(I)-catalyzed glycosylation for stereoselective synthesis of 2-deoxy α-glycosides using bench-stable 2-deoxy S-But-3-ynyl thioglycoside donors has been described. UnderExpand
  • 37
Catalytic stereoselective synthesis of β-digitoxosides: direct synthesis of digitoxin and C1'-epi-digitoxin.
A mild and atom-economic rhenium(V)-catalyzed stereoselective synthesis of β-D-digitoxosides from 6-deoxy-D-allals has been described. This β-selective glycosylation was achieved probably because ofExpand
  • 25
Stereoselective Synthesis of S-Linked 2-Deoxy Sugars
Stereoselective synthesis of S-linked 2-deoxysugars, potentially nonhydrolyzable mimics of naturally occurring O-linked 2-deoxy sugars, remains a challenge due to the absence of a directing group atExpand
  • 8
Stereoselective Synthesis of α-Digitoxosides and α-Boivinosides via Chelation-Controlled Anomeric O-Alkylation
A chelation-controlled anomeric O-alkylation has been developed for the stereoselective synthesis of α-digitoxosides and α-boivinosides bearing a C3-free hydroxyl group. Due to chelation via sodiumExpand
  • 15
Stereoselective Synthesis of S-Linked Hexasaccharide of Landomycin A via Umpolung S-Glycosylation.
Stereoselective synthesis of carbohydrate mimics resistant toward acid-mediated or enzymatic hydrolysis is chemically challenging and biologically interesting. In this Letter, the firstExpand
  • 7
Expedient Synthesis of Core Disaccharide Building Blocks from Natural Polysaccharides for Heparan Sulfate Oligosaccharide Assembly.
The complex sulfation motifs of heparan sulfate glycosaminoglycans (HS GAGs) play critical roles in many important biological processes. However, an understanding of their specific functions has beenExpand
  • 7
  • PDF
Selective deprotection of benzyl (Bn) ethers in the presence of para-methoxybenzyl (PMB) ethers
Substituted benzyl ethers have been widely used as readily manipulatable protecting groups for organic synthesis. It is known that electron-rich para-methoxybenzyl (PMB) ethers can be selectivelyExpand
  • 4
Direct Synthesis of 2-Deoxy-β-glycosides via Anomeric O-Alkylation with Secondary Electrophiles.
Biologically interesting 2-deoxy-β-glycosides can be prepared from 2-deoxy-sugar-derived anomeric lactols and secondary triflates as the electrophile.
  • 10