一个实用的催化不对称的基组添加到子
Celina García1, Lynne K LaRochelle, Patrick J Walsh
1P. Roy and Diane T. Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, 231 South 34th Street, Philadelphia, Pennsylvania 19104-6323, USA.
Journal of the American Chemical Society
|September 13, 2002
概括
这项研究提出了一种新型的催化方法,用于对酸进行非对称的乙基添加,从而达到高的反选择性. 这一突破为合成奇拉三级酒精提供了一种实际的方法.
科学领域:
- 有机化学 有机化学
- 不对称的催化剂.
- 有机金属化学 有机金属化学
背景情况:
- 基试剂对化物进行不对称的添加已被证实.
- 对子的一般性和高度酶选择性催化添加仍然是一个挑战.
研究的目的:
- 开发一种实用的催化不对称的乙基组添加到子的方法.
- 为了达到高的enantioselectivity在合成的奇拉三级酒精.
主要方法:
- 一种新型的催化剂是从甘硫尼尔化物和trans-1,2-diaminocyclohexane合成的.
- 催化剂前体被减少为一个C2-对称的外二聚合物.
- 在催化系统中使用了四氧化和基.
主要成果:
- 催化系统实现了对子的乙烯基组的反选择性添加.
- 由此产生的三级酒精被分离出来,具有很高的反体过量 (除了一个外,所有超过87%).
- 一个特定的反应产生了73%的三级酒精,99%使用2mol%的催化剂.
结论:
- 建立了一种实用且高度分离选择的方法,用于对的不对称乙化.
- 开发的催化系统可以有效地获取有价值的性三级酒精.
- 这种方法解决了基添加物的不对称合成中的一个显著的差距.
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