Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions  

Scope and Limitations of Optical Pure Hydantoins as Chiral Auxiliaries in Asymmetric Mannich Reactions

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作  者:CHEN Feng LU Cuifen NIE Junqi CHEN Zuxing YANG Guichun 

机构地区:[1]Hubei Collaborative Innovation Center for Advanced Organochemical Materials & Ministry of Education Key Laboratory for the Synthesis and Application of Organic Functional Molecules, Hubei University, Wuhan 430062, P. R. China

出  处:《Chemical Research in Chinese Universities》2016年第2期219-225,共7页高等学校化学研究(英文版)

基  金:Supported by the National Natural Science Foundation of China(No.21342002).

摘  要:The Mannich reaction of various 5-substituted and N-acyl substituted chiral hydantoins with a series of aldimines smoothly occurred with full stereochemical control. These Mannich adducts have been cleaved by alcoholysis to afford several synthetically useful chiral building blocks like β-amino esters and β-lactams in good yields and in enantiopure form.The Mannich reaction of various 5-substituted and N-acyl substituted chiral hydantoins with a series of aldimines smoothly occurred with full stereochemical control. These Mannich adducts have been cleaved by alcoholysis to afford several synthetically useful chiral building blocks like β-amino esters and β-lactams in good yields and in enantiopure form.

关 键 词:SCOPE LIMITATION HYDANTOIN Chiral auxiliary Mannich reaction 

分 类 号:O621.34[理学—有机化学] TQ94[理学—化学]

 

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