Phosphorus, Sulfur, and Silicon

Studies of asymmetric induction in the synthesis of dinucleoside phosphorothioates from 2-oxo-1, 3, 2-dithiaphospholane nucleoside derivatives

M Olesiak, A Okruszek

Index: Olesiak, Magdalena; Okruszek, Andrzej Phosphorus, Sulfur and Silicon and the Related Elements, 2009 , vol. 184, # 6 p. 1548 - 1560

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Abstract

The nucleoside derivatives, containing at 3′-O or 5′-O-position 2-oxo-1, 3, 2- dithiaphospholane function were found to react in the presence of DBU with a hydroxyl group of appropriately protected nucleosides to yield, after deprotection, dinucleoside phosphorothioates in moderate yields. An asymmetric induction connected with the formation of new chiral phosphorothioate center has been examined.