Conformational restriction of nucleosides by spirocyclic annulation at C4' including synthesis of the complementary dideoxy and didehydrodideoxy analogues.

Abstract

The concept of spirocyclic restriction, when generically applied to nucleoside mimics, allows for the preparation of diastereomeric pairs carrying either a syn- or anti-oriented hydroxyl at C-5'. Reported herein are convenient synthetic routes to enantiomerically pure 1-oxaspiro[4.4]nonanes featuring fully dihydroxylated end products as well as congeners… (More)

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Cite this paper

@article{Paquette2003ConformationalRO, title={Conformational restriction of nucleosides by spirocyclic annulation at C4' including synthesis of the complementary dideoxy and didehydrodideoxy analogues.}, author={Leo A. Paquette and Christopher Seekamp and Alexandra L Kahane}, journal={The Journal of organic chemistry}, year={2003}, volume={68 22}, pages={8614-24} }