Catalytic Stereoselective Synthesis of α- or β-Ribofuranosides by Combined Use of Silver Salts and Lithium Perchlorate or Diphenyltin Sulfide
- 1 May 1993
- journal article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 22 (5) , 781-784
- https://doi.org/10.1246/cl.1993.781
Abstract
Catalytic stereoselective synthesis of 1,2-cis- or 1,2-trans-ribofuranosides from 1-O-iodoacetylribofuranose and alkyl trimethylsilyl ethers is efficiently promoted by combined use of silver salts and lithium perchlorate or diphenyltin sulfide (Ph2Sn=S) under mild conditions.This publication has 7 references indexed in Scilit:
- A Highly Stereoselective Synthesis of β-Glucosides from Pentaacylglucopyranose and Alkyl Silyl Ether by the Use of a Catalytic Amount of Active Species Generated from Methyltrichlorosilane and Silver PerchlorateChemistry Letters, 1992
- A New and Efficient Method for the Preparation of S-Phenyl Carbothioates via Mixed Anhydrides Using Active Titanium(IV) SaltsChemistry Letters, 1992
- Stereoselective Glycosylation Reaction Starting from 1-O-Trimethylsilyl Sugars by Using Diphenyltin Sulfide and a Catalytic Amount of Active Acidic SpeciesChemistry Letters, 1992
- Total synthesis of the anthelmintic macrolide avermectin B1aJournal of the Chemical Society, Perkin Transactions 1, 1991
- A Convenient 2-Deoxy-α-d-glucopyranosylation Reaction Using Dimethylphosphinothioate MethodChemistry Letters, 1990
- Chemistry of the glycosidic linkage.O-glycosylations catalyzed by stannic chloride, in the D-ribofuranose and D-glucopyranose seriesCarbohydrate Research, 1977
- DEHYDRATION AND ALKYLATION REACTIONS BY THE USE OF PERCHLORATE SALTSChemistry Letters, 1972