催化性,对子进行酶选择性阿尔多尔添加剂
1Roger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, USA. denmark@scs.uiuc.edu
Journal of the American Chemical Society
|April 19, 2002
概括
研究人员使用三二烯基乙烯酸和子开发了催化酶选择性阿尔多尔添加剂. 性催化剂提高了产量和立体选择性,结果因结构而异.
科学领域:
- 有机化学 有机化学
- 不对称的合成方法
背景情况:
- 阿尔多尔添加是基本的碳-碳键形成反应.
- 选择性变异对合成性分子至关重要.
研究的目的:
- 为了证明三基乙酸盐对子的催化,选择性添加.
- 通过使用性催化剂,研究这些反应的立体选择性和效率.
主要方法:
- 使用甲基乙酸的三化烯酸盐作为核爱体.
- 采用pyridine N-oxide作为一种催化剂,用于阿基拉的添加.
- 引入了一种性双二氧化物 bis N-氧化物催化剂 (10 mol %) 用于 enantioselective aldol 添加.
主要成果:
- 实现了对各种基质 (芳香,,乙,异) 的快速和高产的阿尔多尔添加.
- 与性催化剂证明了出色的产量和良好的立体选择性.
- 观察到可变的酶选择性 (7-86% ee),受到结构的强烈影响.
结论:
- 可以将三四乙烯乙酸盐的催化式enantioselective aldol添加到酸盐中.
- 基拉尔双二二氧化物催化剂使高效和立体选择性合成成为可能.
- 结构显著影响反应的酶选择性,芳香甲基产生最高的选择性.
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