（-）-蜂斗菜内酯III的对映体特异性全合成以及（-）-蜂斗菜内酯B、C、H、L、V和X的形式全合成。
Enantiospecific total synthesis of (-)-bakkenolide III and formal total synthesis of (-)-bakkenolides B, C, H, L, V, and X.
作者信息
Jiang Chiao-Hua, Bhattacharyya Annyt, Sha Chin-Kang
机构信息
Department of Chemistry, National Tsing Hua University, Hsinchu 300, Taiwan, ROC.
出版信息
Org Lett. 2007 Aug 16;9(17):3241-3. doi: 10.1021/ol071124k. Epub 2007 Jul 24.
PMID:17645346
Abstract
A concise enantiospecific synthesis of (-)-bakkenolide III was accomplished from (S)-(+)-carvone. The key step involved radical cyclization of an iodoketone intermediate which afforded the cis-hydrindanone skeleton. Further synthetic transformations generated bakkenolide III, which also constitutes the formal total synthesis of (-)-bakkenolides, B, C, H, L, V, and X.
摘要
以(S)-(+)-香芹酮为原料，实现了(-)-蜂斗菜内酯III的简洁对映体特异性合成。关键步骤涉及碘代酮中间体的自由基环化反应，该反应生成了顺式氢化茚酮骨架。进一步的合成转化生成了蜂斗菜内酯III，这也构成了(-)-蜂斗菜内酯B、C、H、L、V和X的形式全合成。
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