1,3-二烯的分子间胺化产生同质性氨基
Xiao-Hui Yang1, Alexander Lu1, Vy M Dong1
1Department of Chemistry, University of California, Irvine , Irvine, California 92697, United States.
Journal of the American Chemical Society
|September 28, 2017
概括
研究人员开发了一种新的Rh催化反应,用于从1,3-dienes中合成同质氨基胺. 这种方法实现了第一个报告的抗马尔科夫尼科夫选择性在分子间氨基和1,3-二烯合中,使用特定的配体和酸添加剂.
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:
- 胺化反应对于形成碳键至关重要.
- 在与1,3-二烯的分子间反应中实现区域选择性胺,特别是反马尔科夫尼科夫选择性,仍然具有挑战性.
- (Rh) 催化反应在有机合成中提供了多功能途径.
研究的目的:
- 开发一种新型的Rh催化1,3-dienes的胺化.
- 为了在氨基和1,3-二烯的分子间合中实现抗马尔科夫尼科夫的选择性.
- 确定影响选择性的关键因素,包括连接体和添加效应.
主要方法:
- 使用了催化剂系统.
- 研究了各种连接物特性和布伦斯特酸添加剂.
- 在氨基和1,3-二烯之间进行了分子间合反应.
主要成果:
- 成功催化了1,3-二烯的氨基化,以产生同质性氨基.
- 在这种分子间合反应中首次证明了反马尔科夫尼科夫的选择性.
- 确定了连接物rac-BINAP和曼德利酸的关键组合,以获得最佳的抗马尔科夫尼科夫选择性.
结论:
- 开发的Rh催化氨化提供了一条有效的通往同质氨酸的途径.
- 这项研究为在氨基和1,3-dienes的分子间反应中实现反马尔科夫尼科夫选择性创造了新的先例.
- 在这种转化过程中,联结体和布伦斯特德酸的优化是控制区域选择性的关键.
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