通过 ((V) -oxo复合物催化的伊米因的选择性降解
Kristine A Nolin1, Richard W Ahn, F Dean Toste
1Department of Chemistry, University of California, Berkeley, California 94720, USA.
Journal of the American Chemical Society
|September 8, 2005
概括
一种新型的性催化剂能够对N-非尼尔胺基进行反选择性化. 这种耐空气和耐湿的方法可以有效地减少具有高反选择性的多种类型的胺基基质.
科学领域:
- 有机金属化学 有机金属化学
- 不对称的催化剂.
- 合成有机化学 合成有机化学
背景情况:
- 对药品和精细化学品而言,酶选择性合成至关重要.
- 为不对称转换开发强大高效的催化系统仍然是一个关键的挑战.
- 液化提供了一条通往奇拉胺和相关化合物的多功能途径.
研究的目的:
- 开发一种新的耐空气和耐湿性催化系统,用于对N-phosphinyl imines的酶选择性化.
- 调查开发的催化系统的范围和局限性.
- 为了证明在不对称的合成中合的Re(V) -oxo复合物的实用性.
主要方法:
- 合成和表征一种合的蓝 (((oxazoline) (CNbox) 结合的氧复合体, (CNbox) Re (((O) Cl2 ((OPPh3).
- 针对N-phosphinyl imines的酶选择性化反应条件的优化.
- 用一系列不同的 imine 基质评估催化剂性能,包括芳香,循环,异芳香,α-iminoester 和α,β 不和 imines.
主要成果:
- 在空气和水分耐受条件下,性Re(V) -oxo复合物有效催化N-非尼尔胺的酶选择性水化.
- 实现了广泛的基质范围,包括各种芳香,循环,异芳香,α-iminoester和α,β不和 imines.
- 在测试的基质范围内的减少产品获得了良好的至优秀的酶选择活性.
结论:
- 开发的性Re(V) -oxo催化剂提供了一种高效和强大的方法,用于非对称合成有价值的性氨基前体.
- 催化剂的耐空气和耐湿性质简化了实验程序,并扩大了其适用性.
- 这项研究扩大了对酶选择性水化反应的工具箱,特别是对N-氨基胺基质的工具箱.
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