Addition of lithiated 9-deazapurine derivatives to a carbohydrate cyclic imine: convergent synthesis of the aza-C-nucleoside immucillins.
Means have been developed for the synthesis and addition of 9-deaza-9-lithiopurine derivatives to the carbohydrate-derived cyclic imine 6 in facile convergent syntheses of biologically active aza-C-nucleosides.
Evans
G B
GB
Carbohydrate Chemistry, Industrial Research Limited, P.O. Box 31310, Lower Hutt, New Zealand.
Furneaux
R H
RH
Hutchison
T L
TL
Kezar
H S
HS
Morris
P E
PE
Schramm
V L
VL
Tyler
P C
PC
D007097:Imines / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D011687:Purines / Q000737:chemistry*; D011741:Pyrimidine Nucleosides / Q000138:chemical synthesis*; D011744:Pyrimidinones / Q000138:chemical synthesis*; D011758:Pyrroles / Q000138:chemical synthesis*
D007097:Imines; D011687:Purines; D011741:Pyrimidine Nucleosides; D011744:Pyrimidinones; D011758:Pyrroles; D008094:Lithium