摘要/Abstract

报道了一种简单高效的螺环核苷合成方法，以α-嘧啶取代的丙烯酸酯和α-氯代环烷酮为原料，KO^tBu为碱，通过Michael加成引发的环丙烷化反应，高效合成一系列2'-螺环修饰的三元碳环嘧啶核苷.该反应底物适用范围较宽，非对映选择性较高（>20：1 dr），收率可高达85%.
关键词: 螺环核苷, 环丙烷化反应, α-氯代环烷酮, spirocyclic nucleoside, cyclopropanation reaction, α-chloro-cycloalkanone
An efficient route to synthesize 2'-spiro[2-oxocyclopentyl]cyclopropyl nucleoside analogues via KO^tBu promoted Michael addition-initiated cyclopropanation reactions of α-thymine acrylates with α-chloro-cycloalkanones has been developed. A wide range of C(2')-spirocyclic modified nucleoside analogues were obtained with excellent diastereoselectivities (>20:1) and good yields (up to 85%).


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