双环分子
环丁酮
化学
环加成
光解
戒指(化学)
核苷
立体化学
光化学
药物化学
有机化学
催化作用
作者
Edward Lee‐Ruff,D. Wells
标识
DOI:10.1080/15257770802088886
摘要
The synthesis of a series of bicyclic nucleosides using photolytic ring-expansion of cyclobutanones is reported. The cyclobutanone precursors were prepared by [2+2] cycloaddition of a series of cyclic alkenes with chlorinated ketenes, derived from dichloro- and trichloroacetyl chloride. The synthesis of the nucleosides was achieved through photolysis of cyclobutanone precursors with 6-chloropurine by UV irradiation. The generality of this method was investigated and the absolute stereochemistry was assigned by NMR spectroscopy. The photoproducts demonstrated a marked preference for the 2′-exo conformation.
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