Photochemical synthesis of nucleoside analogues from cyclobutanones: bicyclic and isonucleosides.
نویسندگان
چکیده
The preparation of two nucleoside analogues are reported. Both syntheses involve a key photochemical ring-expansion of cyclobutanones to an oxacarbene and its subsequent scavenging by 6-chloropurine. The synthesis of a bicyclic (locked) purine starts from a oxabicycloheptanone with a hydroxymethyl pendant. The preparation of an isonucleoside uses a cyclobutanone with an alpha-substituted 6-chloropurine. Irradiation of the latter produces an isonucleoside and acyclic nucleoside analogues.
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عنوان ژورنال:
- Molecules
دوره 15 6 شماره
صفحات -
تاریخ انتشار 2010