Catalytic Stereoselective Synthesis of Pyrimidine 2-Deoxyribonucleosides
Authors:
- 1 February 1996
- journal article
- research article
- Published by Oxford University Press (OUP) in Chemistry Letters
- Vol. 25 (2) , 99-100
Abstract
Highly stereoselective synthesis of β-d-deoxyribonucleosides from 1-O-acetyl-5-O-benzyl-2-deoxy-3-diethylthiocarbamoyl ribofuranoside (3) is performed by the reaction with silylated pyrimidine nucleobases in the presence of a catalytic amount of several Lewis acids.Keywords
This publication has 7 references indexed in Scilit:
- β-Anomer selectivity in 2′-deoxynucleoside synthesis: A novel approach using an acyl carbamate directing groupTetrahedron Letters, 1994
- Stereoselective Syntheses of β-d-Ribonucleosides Catalyzed by the Combined Use of Silver Salts and Diphenyltin Sulfide or Lawesson’s ReagentBulletin of the Chemical Society of Japan, 1994
- Asymmetric synthesis of 3′-carbomethoxymethyl 3′-deoxythymidine via radical cyclizationTetrahedron Letters, 1991
- Stereoselective β-C- and β-S-Glycosylation of 2-Deoxyribofuranose Derivatives Controlled by the 3-Hydroxy Protective GroupBulletin of the Chemical Society of Japan, 1989
- Stereoselective Synthesis of Anomers of 5-Substituted 2′-DeoxyuridinesBulletin of the Chemical Society of Japan, 1987
- Nucleoside syntheses, XXII1) Nucleoside synthesis with trimethylsilyl triflate and perchlorate as catalystsEuropean Journal of Inorganic Chemistry, 1981
- Stereoselective synthesis of the anomeric 5-mercapto-2′-deoxyuridines and of some other α- and β-deoxyribonucleosidesTetrahedron Letters, 1966