通过异原子辅助的[1,2]-转移氧化的混合乙烯酸的循环甲类环系统
Fredrik P Marmsäter1, Graham K Murphy, F G West
1Department of Chemistry, University of Alberta, Edmonton, Alberta, Canada T6G 2G2.
Journal of the American Chemical Society
|December 4, 2003
概括
使用铜催化,带有二氧化链的循环乙重新排列成以太桥接系统. 这项研究强调了异位替代碳作为史蒂文斯[1,2]-shifts中新型分子架构的有效迁移群.
科学领域:
- 有机化学 有机化学
- 催化剂是一种催化剂.
- 合成方法论 合成方法论
背景情况:
- 斯蒂文斯[1,2]-转移是有机合成中的一个基本反应.
- 氧化酸是各种重新排列的关键中间体.
- 为复杂的循环系统开发新的合成路径仍然是一个挑战.
研究的目的:
- 为了研究循环混合乙与二氧化侧链的重新排列.
- 探索异位替代碳在史蒂文斯[1,2]-shifts中作为迁移群体的实用性.
- 开发用于合成双环[6.3.0]乙烯衍生物的新策略.
主要方法:
- 用铜 (II) 双 (2,2,6,6-四甲基-3,5-二甲酸) (Cu) 处理带有悬挂式双基基的循环混合乙烯酸) (2).
- 使用光谱技术分析反应产品.
- 研究乙烯衍生物的补充裂解策略.
主要成果:
- 循环混合乙的高效重新排列,以以太桥接的循环 octanoid 系统.
- 证明异位替代的碳作为可行的迁移组的氧 ylide 史蒂文斯 [1,2]-shifts.
- 在乙烯衍生物中选择性地切割桥接以产生具有基组的双环[6.3.0]氧烯产物.
结论:
- 铜催化重新排列为以太桥接式环酸系统提供了一条新的途径.
- 斯蒂文斯[1,2]-shift在异位替代碳迁移组中有效.
- 互补的策略可以合成功能化的双循环化合物.
相关概念视频
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Epoxidation with Peroxy Acids
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Epoxidation with Peroxy Acids
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Selection Rules: Thermal Activation
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01:26Photochemical Electrocyclic Reactions: Stereochemistry
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Selection Rules: Photochemical Activation
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01:17Pericyclic Reactions: Introduction
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