对于碳循环支架的反选择性构建
Douglass F Taber1, Yigang He, Ming Xu
1Department of Chemistry and Biochemistry, University of Delaware, Newark, Delaware 19716, USA. taberdf@udel.edu
Journal of the American Chemical Society
|October 28, 2004
概括
基和基格里纳德试剂有效地打开循环环氧化物,产生性二次醇. 这些酒精作为关键中间体,用于合成基纯碳化合物循环支架.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
- 立体选择性反应
背景情况:
- 环氧化物是多功能合成中间体.
- 格里纳德试剂在有机合成中被广泛使用.
- 状四元中心是天然产品和药品中重要的结构动图.
研究的目的:
- 研究和基格里纳德试剂与基活性循环三替代环氧化物的反应.
- 开发一种用于二次酒精的立体选择性合成的方法,其中心是拉四元体.
- 探索这些酒精在构建基纯碳化合物循环支架中的实用性.
主要方法:
- 循环三替代环氧化物与和基格里纳德试剂的反应.
- 使用光谱方法 (例如NMR,MS) 分析反应产物.
- 由此产生的二次醇的分子内化形成碳酸环结构.
主要成果:
- 格里纳德试剂在更替的碳原子上区域选择性地打开了环氧化物.
- 这种反应产生了含有奇拉四元中心的二次酒精.
- 合成的酒精在分子内化中得到了成功的应用,从而获得了对抗分子纯的碳循环支架.
结论:
- 基和基格林纳德试剂提供了一条有效的途径,从活性环氧化物中获得奇拉二次醇.
- 这种方法可以构建具有高反净度的复杂碳循环框架.
- 开发的策略为不对称合成提供了一个有价值的工具.
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