气候变化领域集成服务门户(CCPortal): Iridium-catalyzed acid-assisted asymmetric hydrogenation of oximes to hydroxylamines

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DOI	10.1126/science.abb2559
	Iridium-catalyzed acid-assisted asymmetric hydrogenation of oximes to hydroxylamines
	Mas-Roselló J.; Smejkal T.; Cramer N.
发表日期	2020
ISSN	10959203
起始页码	1098
结束页码	1102
卷号	368 期号:6495
英文摘要	Asymmetric hydrogenations are among the most practical methods for the synthesis of chiral building blocks at industrial scale. The selective reduction of an oxime to the corresponding chiral hydroxylamine derivative remains a challenging variant because of undesired cleavage of the weak nitrogen-oxygen bond. We report a robust cyclometalated iridium(III) complex bearing a chiral cyclopentadienyl ligand as an efficient catalyst for this reaction operating under highly acidic conditions. Valuable N-alkoxy amines can be accessed at room temperature with nondetected overreduction of the N‒O bond. Catalyst turnover numbers up to 4000 and enantiomeric ratios up to 98:2 are observed. The findings serve as a blueprint for the development of metal-catalyzed enantioselective hydrogenations of challenging substrates. Copyright © 2020 The Authors, some rights reserved; exclusive licensee American Association for the Advancement of Science. No claim to original U.S. Government Works.
语种	英语
来源机构	Science (New York, N.Y.)
文献类型	期刊论文
条目标识符	http://gcip.llas.ac.cn/handle/2XKMVOVA/133454
推荐引用方式 GB/T 7714	Mas-Roselló J.,Smejkal T.,Cramer N.. Iridium-catalyzed acid-assisted asymmetric hydrogenation of oximes to hydroxylamines[J]. Science (New York, N.Y.),2020,368(6495).
APA	Mas-Roselló J.,Smejkal T.,&Cramer N..(2020).Iridium-catalyzed acid-assisted asymmetric hydrogenation of oximes to hydroxylamines.,368(6495).
MLA	Mas-Roselló J.,et al."Iridium-catalyzed acid-assisted asymmetric hydrogenation of oximes to hydroxylamines".368.6495(2020).