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有机催化的不对称羰基化合物的α-氧化、α-氨氧化和α-氨基化反应。

Organocatalyzed asymmetric alpha-oxidation, alpha-aminoxylation and alpha-amination of carbonyl compounds.

机构信息

Organic Synthesis Research Unit, Department of Chemistry, Faculty of Science, Chulalongkorn University, Phayathai Road, Patumwan, Bangkok 10330, Thailand.

出版信息

Molecules. 2010 Feb 11;15(2):917-58. doi: 10.3390/molecules15020917.

DOI:10.3390/molecules15020917
PMID:20335955
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6263195/
Abstract

Organocatalytic asymmetric alpha-oxidation and amination reactions of carbonyl compounds are highly useful synthetic methodologies, especially in generating chiral building blocks that previously have not been easily accessible by traditional methods. The concept is relatively new and therefore the list of new catalysts, oxidizing and aminating reagents, as well as new substrates, are expanding at an amazing rate. The scope of this review includes new reactions and catalysts, mechanistic aspects and synthetic applications of alpha-oxidation, hydroxylation, aminoxylation, amination, hydrazination, hydroxyamination and related alpha-heteroatom functionalization of aldehydes, ketones and related active methylene compounds published during 2005-2009.

摘要

有机催化不对称α-氧化和羰基化合物的氨化反应是非常有用的合成方法,特别是在生成以前用传统方法不易获得的手性砌块方面。该概念相对较新,因此新型催化剂、氧化和氨化试剂以及新的底物的数量正在以惊人的速度增加。本综述的范围包括 2005-2009 年期间发表的醛、酮和相关活性亚甲基化合物的α-氧化、羟化、氨氧化、氨化、肼化、羟氨和相关α-杂原子官能化的新反应和催化剂、反应机理和合成应用。

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10
Direct asymmetric benzoyloxylation of aldehydes catalyzed by 2-tritylpyrrolidine.2-三苯甲基吡咯烷催化醛的直接不对称苯甲酰氧基化反应。
J Am Chem Soc. 2009 Mar 18;131(10):3450-1. doi: 10.1021/ja809963s.