实际的催化不对称合成diaryl,aryl,heteroaryl和diheteroaryl甲醇
Luca Salvi1, Jeung Gon Kim, Patrick J Walsh
1P. Roy and Diana T. Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA.
从基化物中获得有价值的性酒精的催化不对称合成是使用有机中间体和性催化剂实现的. 这种方法为二甲基甲醇和二甲基甲醇提供了高的反抗选择性.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
- 药用化学 医学化学
背景情况:
- 富含乙的二甲基甲醇和相关化合物具有显著的生物和药用价值.
- 这些性酒精的有效的催化不对称合成对于药物发现和开发至关重要.
研究的目的:
- 从易于获得的烯化物中开发一种对丰富的二甲,二甲,二甲和二甲甲醇的单催化不对称合成.
- 为了优化反应条件,以获得高的酶选择性和产量,克服以前方法的局限性.
主要方法:
- 通过酸交换和盐转化生成有机试剂.
- 用氨基醇基催化剂将有机物种的催化不对称添加到aldehydes和enales中.
- 使用诸如四甲基乙烯二胺 (TEEDA) 等化二胺来抑制背景反应.
- 用EtZnCl.Cl进行低温盐转化物的方法适应 heteroaryl 化物.
主要成果:
- 通过使用TEEDA.ee,实现了对二甲基甲醇的高酶选择活性 (>90% ee).
- 通过使用低温条件,成功合成了具有81-99% ee的aryl heteroaryl-和diheteroarylmethanols.
- 合成基于铁素的配体前体,具有96-98% ee.
- 单二聚选择性氧化来自醇的合醇.
结论:
- 已经建立了一种通用和高效的单催化不对称方法来合成有价值的性酒精.
- 开发的方法提供了获取多种含有diaryl,aryl heteroaryl,diheteroaryl和ferrocene的含丰富化合物的途径.
- 这种方法为合成具有制药应用的复杂分子提供了巨大的潜力.
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