Photochemical synthesis of novel dideoxynucleosides |
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Authors: | Lee-Ruff E Margau R |
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Affiliation: | Department of Chemistry, York University, Toronto, Ontario, Canada. |
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Abstract: | A series of 2',3'-dideoxynucleosides based on the apiose family was prepared from photochemical ring-expansion of a common cyclobutanone precursor. The starting ketone, (+/-) 3-[2'-(benzoyloxy)ethyl]-2,2-dimethylcyclobutanone (12) was prepared from commercially available (+/-)alpha-pinene. Since the optically pure antipodes of alpha-pinene are also commercially available, these nucleosides can be prepared optically pure using the identical procedure. |
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