A novel, one-pot ring expansion of cyclobutanones. Syntheses of carbovir and aristeromycin
A novel, one-pot ring expansion of cyclobutanones. Syntheses of carbovir and aristeromycin
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DOI：
10.1021/jo9919759
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发表时间：
2000-03-24
影响因子：
3.6
通讯作者：
Hegedus, LS
中科院分区：
文献类型：
--
作者：
Brown, B;Hegedus, LS
以Me3S(O)I，NaH和Sc(OTf)(3)为原料，发展了一锅法扩环反应。简要审查了范围和局限性，并提出了一个暂定机制。将该方法应用于已知的环丁酮1，提供了相应的环戊酮，该环戊酮被成功地推进到(+)-卡韦和(+)-阿斯特霉素。
A novel, one-pot ring-expansion procedure was developed using Me3S(O)I, NaH, and Sc(OTf)(3). The scope and limitations were briefly examined, and a tentative mechanism was proposed. Application of the methodology to known cyclobutanone 1 provided the corresponding cyclopentanone, which was successfully advanced to (+)-carbovir and (+)-aristeromycin.