Reaction of silyl-substituted carbanions with functionalized oxiranes will be exploited in a domino process involving a series of nucleophilic substitution reactions and a silicon migration to give novel ring compounds with potential biological activity
Reaction of silyl-substituted carbanions with functionalized oxiranes will be exploited in a domino process involving a series of nucleophilic substitution reactions and a silicon migration to give novel ring compounds with potential biological activity
批准号:
26477264
负责人:
Professor Dr. Ernst Schaumann
金额:
$0.0万
依托单位国家:
德国
项目类别:
Research Grants
财政年份:
2006
资助国家:
德国
项目状态:
已结题
起止时间:
2005-12-31 至 2008-12-31
中文摘要
C键合的硅倾向于迁移到醇盐的氧,留下碳负离子。我们的系统配备了一个单独的亲电中心,然后被碳负离子攻击,使环闭合,使硅迁移不可逆。产物通常是碳环。然而,额外的官能度应允许给出有用的修饰并允许加工成具有生物活性的分子,例如碳核苷和前列环素型化合物。与台湾团队的合作应该允许通过将含氮目标纳入我们的研究计划来扩大反应范围,例如制造新型胺,N-单环或吡咯烷。
英文摘要
C-bonded silicon has a tendency to migrate to the oxygen of an alkoxide leaving behind a carbanion. Our systems are equipped with a separate electrophilic center which is then attacked by the carbanion to give ring closure and making the silicon migration irreversible. The products are usually carbocycles. However, additional functionality should allow to give useful modifications and allow the elaboration to molecules with biological activity, e.g. carbanucleosides and prostacyclin-type compounds. The cooperation with a Taiwanese group should allow to expand the scope of the reaction by inclusion of nitrogen-containing targets into our research program, e.g. making novel types of amines, N-monocycles, or pyrrolizidines.
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