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Highly stereoselective synthesis of (2'R)-[2'-2H]-deoxyribonucleosides and synthesis of their oligonucleotides. 1992
E Kawashima, and
T Sekine, and
M Miyahara, and
Y Aoyama, and
I Hirao, and
M Kainosho, and
Y Kyogoku, and
Y Ishido
Laboratory of Pharmaceutical Chemistry, Tokyo College of Pharmacy, Japan.
Highly stereoselective synthesis of (2'R)-[2'-2H]-2'-deoxyribonucleosides (2'R:2'S = > 99:1) were accomplished by treating 2'-bromo-3',5'-O-TPDS-2'-deoxyribonucleosides with tributyltin deuteride at lower temperatures such as -60 degrees C in the presence of triethylborane. Moreover, synthesis of some oligodeoxyribonucleosides involving them will be described.
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