10548-46-6Relevant articles and documents
Trimethylsilyl triflate mediated chemoselective condensation of arylsulfenyl glycosides
Sliedregt,Van Der Marel,Van Boom
, p. 4015 - 4018 (1994)
Condensation of a fully benzoylated phenylsulfenyl glycoside with either benzylated or benzoylated phenylthio glycosyl acceptors under the agency of trimethylsilyl triflate proceeds with a good degree of chemoselectivity in the presence of the scavenger t
One-pot, highly stereoselective synthesis of dithioacetal-α,α-diglycosides
Céspedes Dávila, Maria F.,Schneider, Jérémy P.,Godard, Amélie,Hazelard, Damien,Compain, Philippe
supporting information, (2018/04/24)
A one-step access to dithioacetal-α,α-diglycosides is reported. The synthetic strategy is based on the thioacetalization of aldehydes or ketones via highly stereoselective ring-opening of 1,6 anhydrosugars with bis(trimethylsilyl)sulfide.
Total synthesis of herbicidin C and aureonuclemycin: Impasses and new avenues
Hager, Dominik,Paulitz, Christian,Tiebes, Joerg,Mayer, Peter,Trauner, Dirk
, p. 10784 - 10801 (2013/11/19)
The undecose nucleoside antibiotics herbicidin C and aureonuclemycin are biologically highly active and represent challenging targets for total synthesis. Herein, the gradual evolution of our synthetic strategy toward these natural products is described in detail. The initial route encompasses metalate addition chemistry but suffers from poor stereochemical control. In contrast, the ultimately successful strategy benefits from a variety of reagent-controlled stereoselective transformations, including a surprisingly facile and highly diastereoselective N-glycosylation process. The presented work also describes new building blocks that might find further application in carbohydrate chemistry.
Gold-catalyzed glycosidations: Synthesis of 1,6-anhydro saccharides
Thadke, Shivaji A.,Hotha, Srinivas
experimental part, p. 5912 - 5914 (2010/11/18)
Various 1,6-anhydro sugars are synthesized utilizing salient features of gold-catalyzed glycosidations. All the reactions occurred under mild conditions in the presence of 7 mol % of AuBr3 enabling easy synthesis of 1,6-anhydro sugars from corr