Synlett

A Flexible, Efficient Synthesis of (±)-Carbocyclic Phosphonic Acid Nucleoside Derivatives

P Wainwright, A Maddaford, R Bissell, R Fisher…

Index: Wainwright, Phillip; Maddaford, Adrian; Bissell, Richard; Fisher, Ray; Leese, David; Lund, Andrew; Runcie, Karen; Dragovich, Peter S.; Gonzalez, Javier; Kung, Pei-Pei; Middleton, Donald S.; Pryde, David C.; Stephenson, Peter T.; Sutton, Scott C. Synlett, 2005 , # 5 art. no. D36004ST, p. 765 - 768

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Citation Number: 4

Abstract

We have been investigating synthetic procedures which would allow us to access a range of phosphonic acid analogues of carbocyclic nucleosides. [5] Herein, we wish to report a flexible synthesis of hydroxy, dihydroxy and dideoxy versions using an efficient epoxide-opening strategy outlined in Scheme [1] . Carbocyclic ribose analogues have been synthesised in a variety of ways, usually starting with ribose itself or a substituted cyclopentane derivative. [6] Such ...