Reductive hydroxyalkylation/alkylation of amines with lactones/esters

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	Reductive hydroxyalkylation/alkylation of amines with lactones/esters
	Wang, Yu-Huang ; Ye, Jian-Liang ; Wang, Ai-E ; Huang, Pei-Qiang ; Huang PQ(黄培强)
刊名	http://dx.doi.org/10.1039/c2ob25901j
	2012
关键词	ASYMMETRIC-SYNTHESIS SAMARIUM DIIODIDE AMIDE ACTIVATION SECONDARY-AMINES DOMINO REACTIONS N-ALKYLATION ALCOHOLS TETRAHYDROFURAN LACTAMS/AMIDES GENERATION
英文摘要	NSF of China [20902075]; Natural Science Foundation of Fujian Province [2009J05037, 2011J01056]; Specialized Research Fund for the Doctoral Program of Higher Education [20090121120007]; Scientific Research Foundation for the Returned Overseas Chinese Scholars, Ministry of Education of China; We have developed a one-pot method for the direct intermolecular reductive hydroxyalkylation or alkylation of amines using lactones or esters as the hydroxyalkylating/alkylating reagents. The method is based on the in situ amidation of lactones/esters with DIBAL-H-amine complex (for primary amines) or DIBAL-H-amine hydrochloride salt complex (for secondary amines), followed by reduction of the amides with an excess of DIBAL-H. Different from the reduction of Weinreb amides with DIBAL-H where aldehydes are formed, the reduction of the in situ formed Weinreb amides yielded amines. Moreover, this method is not limited to Weinreb amides, instead, it also works for other amides in general. A plausible mechanism is suggested to account for the outcome of the reactions.
语种	英语
内容类型	期刊论文
源URL	[http://dspace.xmu.edu.cn/handle/2288/64405]
专题	化学化工－已发表论文
推荐引用方式 GB/T 7714	Wang, Yu-Huang,Ye, Jian-Liang,Wang, Ai-E,et al. Reductive hydroxyalkylation/alkylation of amines with lactones/esters[J]. http://dx.doi.org/10.1039/c2ob25901j,2012.
APA	Wang, Yu-Huang,Ye, Jian-Liang,Wang, Ai-E,Huang, Pei-Qiang,&黄培强.(2012).Reductive hydroxyalkylation/alkylation of amines with lactones/esters.http://dx.doi.org/10.1039/c2ob25901j.
MLA	Wang, Yu-Huang,et al."Reductive hydroxyalkylation/alkylation of amines with lactones/esters".http://dx.doi.org/10.1039/c2ob25901j (2012).