Diastereomers of Nucleoside 3'-O-(2-Thio-1, 3, 2-oxathia (selena) phospholanes): Building Blocks for Stereocontrolled Synthesis of Oligo (nucleoside …

…, B Karwowski, M Koziolkiewicz, K Misiura…

Index: Stec; Grajkowski; Kobylanska; Karwowski; Koziolkiewicz; Misiura; Okruszek; Wilk; Guga; Boczkowska Journal of the American Chemical Society, 1995 , vol. 117, # 49 p. 12019 - 12029

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Citation Number: 126

Abstract

Abstract: Diastereomerically pure 5'-O-DMT-nucleoside 3'-0-(2-thio-1, 3, 2- 0xathiaphospholanes)(3) and their oxathiaphospholane ring-substituted analogues (20) were used for the synthesis of stereoregular oligo (nuc1eoside phosphorothioate) s (S- Oligos). The oxathiaphospholane ring-opening condensation requires the presence of strong organic base, preferably DBU. The yield of a single coupling step is ca. 95% and ...