TY - JOUR
T1 - An intramolecular 1,3-dipolar cycloaddition reaction towards the synthesis of chiral azetidine nucleoside analogues
T2 - The D-gluco case
AU - Pádár, P.
AU - Forgó, P.
AU - Kele, Z.
AU - Howarth, N. M.
AU - Kovács, L.
PY - 2005
Y1 - 2005
N2 - The diastereoselective intramolecular 1,3-dipolar cycloaddition reaction of unsaturated nitrones, derived from methyl a-D-glucopyranoside with 2-furaldehyde and 2-(benzyloxy)acetaldehyde has been studied. In our pevious studies with 2-furaldehyde, the cycloaddition resulted 3 diastereoisomers in a 3:1:1 ratio. In this article, how the number of the possible isomers generated by 1,3-cycloaddition could be reduced from 4 to 1 when 2-(benzyloxy)acetaldehyde was employed as an aldehyde is shown. Copyright © Taylor & Francis, Inc.
AB - The diastereoselective intramolecular 1,3-dipolar cycloaddition reaction of unsaturated nitrones, derived from methyl a-D-glucopyranoside with 2-furaldehyde and 2-(benzyloxy)acetaldehyde has been studied. In our pevious studies with 2-furaldehyde, the cycloaddition resulted 3 diastereoisomers in a 3:1:1 ratio. In this article, how the number of the possible isomers generated by 1,3-cycloaddition could be reduced from 4 to 1 when 2-(benzyloxy)acetaldehyde was employed as an aldehyde is shown. Copyright © Taylor & Francis, Inc.
UR - http://www.scopus.com/inward/record.url?scp=26644434158&partnerID=8YFLogxK
U2 - 10.1081/NCN-200060056
DO - 10.1081/NCN-200060056
M3 - Article
SN - 1525-7770
VL - 24
SP - 743
EP - 745
JO - Nucleosides, Nucleotides and Nucleic Acids
JF - Nucleosides, Nucleotides and Nucleic Acids
IS - 5-7
ER -