不对称的结核胺的总合成,滴水胺,和13-epituberostemonine
1Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. pwipf@pitt.edu
Journal of the American Chemical Society
|January 6, 2005
概括
研究人员详细介绍了五环性Stemona类化合物,tuberostemonine和didehydrotuberostemonine的合成途径. 这些合成利用催化剂和立体选择方法来构建复杂的类结构.
科学领域:
- 有机化学 有机化学
- 自然产品的合成自然产品的合成
- 药用化学 医学化学
背景情况:
- 茎类是一种具有潜在生物活性的自然产品.
- 结核胺和滴氧胺是这种类化合物家族的关键五环体成员.
- 有效的合成策略对于获取这些复杂分子进行进一步研究至关重要.
研究的目的:
- 开发详细的实验方法,用于合成结核胺和滴水结核胺.
- 为了合成密切相关的类似物13-epituberostemonine.
- 研究影响这些天然产品氧化过程的结构特征.
主要方法:
- 合成始于从l-tyrosine中获得的一种易于获得的印罗林衍生物.
- 催化剂被用于阿西环闭转基因,异构和交叉转基因.
- 一种化非对称的双环[3.2.1] (ABO) 整形便于对玛-丁拉克环的立体选择性附着.
主要成果:
- 成功合成了五环性Stemona类化物tuberostemonine和didehydrotuberostemonine的成功合成.
- 实现了对同类13-epituberostemonine的合成.
- 密度函数理论 (DFT) 分析提供了对构造偏好有助于氧化容易性的见解.
结论:
- 描述的合成途径提供了复杂的Stemona化物.
- 这项研究强调了催化和立体选择性整体 Ester 方法的实用性.
- 符合性分析为自然产品观察到的化学特性提供了解释.
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