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Design of chiral ferrocenylphosphine-spiro phosphonamidite ligands for ruthenium-catalyzed highly enantioselective coupling of 1,2-diols with amines
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2021-11-03 , DOI: 10.1039/d1qo01443a Xiao Yi 1 , Yirui Chen 1 , An Huang 1 , Dingguo Song 1 , Jiaying He 1 , Fei Ling 1 , Weihui Zhong 1
Organic Chemistry Frontiers ( IF 4.6 ) Pub Date : 2021-11-03 , DOI: 10.1039/d1qo01443a Xiao Yi 1 , Yirui Chen 1 , An Huang 1 , Dingguo Song 1 , Jiaying He 1 , Fei Ling 1 , Weihui Zhong 1
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A series of chiral ferrocene-backbone phosphines-spiro phosphonamidite ligands was developed for ruthenium-catalyzed enantioselective access to a broad range of β-amino alcohols from 1,2-diols and amines via the borrowing-hydrogen prciniple. Up to >99% ee with a broad substrate scope was attained. Late-stage functionalization of drugs and natural products were realized by means of this route. Data from density-functional-theory studies were in good agreement with experimental results.
中文翻译：
钌催化1,2-二醇与胺的高对映选择性偶联的手性二茂铁-螺亚磷酰胺配体的设计
开发了一系列手性二茂铁-主链膦-螺亚磷酰胺配体，用于通过借氢原理从 1,2-二醇和胺中对多种 β-氨基醇进行钌催化的对映选择性访问。在广泛的底物范围内实现了高达 >99% 的 ee。通过这种途径实现了药物和天然产物的后期功能化。来自密度泛函理论研究的数据与实验结果非常一致。
更新日期：2021-11-12
中文翻译：
钌催化1,2-二醇与胺的高对映选择性偶联的手性二茂铁-螺亚磷酰胺配体的设计
开发了一系列手性二茂铁-主链膦-螺亚磷酰胺配体，用于通过借氢原理从 1,2-二醇和胺中对多种 β-氨基醇进行钌催化的对映选择性访问。在广泛的底物范围内实现了高达 >99% 的 ee。通过这种途径实现了药物和天然产物的后期功能化。来自密度泛函理论研究的数据与实验结果非常一致。
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