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学科主题: 天然产物有机化学
题名: sarsolilide A 的合成研究-四十元碳环骨架的构建
其他题名: Synthetic studies of sarsolilide A - Construction of the 14-membered cembranoid skeleton
作者: 段志勇 ; 张家仲 ; 许杏祥
通讯作者: 许杏祥
刊名: 化学学报
发表日期: 2004-01-01
卷: 62, 期:8, 页:811-817
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所
摘要: 在对目标分子Sarsolilide A的全合成研究工作中, 从香叶醇和异丁醛出发, 分别制备了醛前体11和磷酸酯前体18,并以分子间HWE反应实现了两个前体的连接, 利用Sharpless不对称双羟化反应区域选择性地引入了化合物20中的7,8位双羟基, 经多步转化制得关怀前体. 利用低价钛参与的McMurry反应实现了十四元西松烷碳环的闭合, 从而完成了关键中间体化合物23的合成.
英文摘要: In the total synthesis of Sarsolilide A as a target molecule, the precursors 11 and 18, which were synthesized from geraniol and isobutyraldehyde respectively, were condensed via intermolecular HWE reaction. And the dihydroxyl groups at 7-C and 8-C in compound 20 were regioselectively introduced by Sharpless AD reaction. Subsequent conventional transformations afforded the cyclization precursor 5. The construction of the 14-membered cembranoid carbon ring was realized by low valent titanium induced McMurry reaction, giving compound 23 as the key intermediate.
语种: 中文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/24351
Appears in Collections:中科院天然产物有机化学重点实验室_期刊论文

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Recommended Citation:
段志勇,张家仲,许杏祥. sarsolilide A 的合成研究-四十元碳环骨架的构建[J]. 化学学报,2004,62(8):811-817.
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