有机催化三布反应的反应
Tracy Yuen Sze But1, Patrick H Toy
1Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, People's Republic of China.
Journal of the American Chemical Society
|July 27, 2006
概括
本研究介绍了一种催化Mitsunobu反应,使用阿佐试剂作为有机催化剂和二甲酸作为氧化剂. 这个系统再生催化剂,使与初级和二级酒精的反应,包括立体化学反转.
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:
- 米苏诺布反应是形成碳-异原子键的多功能工具,通常需要固态度氨酸试剂.
- 开发Mitsunobu反应的催化版本是可取的,以改善原子经济并减少浪费.
- 机体催化提供了一个可持续的替代传统的金属或固体测量有机试剂.
研究的目的:
- 开发一种新型的催化三obu反应系统.
- 用一个基试剂作为一个有机催化剂和二甲酸作为一个固态度氧化剂.
- 为了研究这种催化系统的范围和效率,使用各种酒精和碳酸.
主要方法:
- 在Mitsunobu反应中使用基试剂作为有机催化剂.
- 使用多二甲酸作为固态度氧化剂,从其氨酸副产品中再生基试剂.
- 用一系列初级和二级酒精和碳素酸测试反应.
主要成果:
- 一个催化Mitsunobu反应系统成功地建立了使用阿佐试剂和二甲酸.
- 该系统通过氧化酸二酸盐的酸副产品来证明了亚佐试剂的再生.
- 催化反应的产量略低于静态测量三诺布反应.
- 主要和次要的酒精都是有效的基质,次要的酒精产生了反转立体化学的产品.
结论:
- 开发的催化系统为Mitsunobu反应提供了一个可行的有机催化替代品.
- 虽然产量与稳定测量方法相比,但催化方法在催化剂再生方面具有优势.
- 在二次醇中观察到的立体化学反转凸显了这种方法在不对称合成中的实用性.
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