Asymmetric hydrogenation via architectural and functional molecular engineering
Asymmetric hydrogenation via architectural and functional molecular engineering
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通过结构和功能分子工程进行不对称氢化
DOI：
10.1351/pac200173020227
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发表时间：
2001
影响因子：
1.8
通讯作者：
T. Ohkuma
中科院分区：
文献类型：
--
作者：
R. Noyori;M. Koizumi;D. Ishii;T. Ohkuma
摘要 RuCl2（膦）2（1,2-二胺）络合物与 2-丙醇中的碱性碱偶联，可优先氢化 C=O 官能团，而不是共存的共轭或非共轭 C=C 键、硝基、卤素原子和各种杂环。官能团选择性基于新型金属-配体双功能机制。使用适当的手性二膦和二胺可以快速、高效地对一系列芳族酮、杂芳族酮和烯酮进行不对称氢化。该方法的多功能性通过各种具有生物学意义的手性化合物的不对称合成得到体现。
Abstract RuCl2 (phosphine) 2 (1,2-diamine) complexes, coupled with an alkaline base in 2-propanol, allows for preferential hydrogenation of a C=O function over coexisting conjugated or nonconjugated C=C linkages, a nitro group, halogen atoms, and various heterocycles. The functional group selectivity is based on the novel metal-ligand bifunctional mechanism. The use of appropriate chiral diphosphines and diamines results in rapid and productive asymmetric hydrogenation of a range of aromatic, hetero-aromatic, and olefinic ketones. The versatility of this method is manifested by the asymmetric synthesis of various biologically significant chiral compounds.