Asymmetric synthesis of amines using tert-butanesulfinamide

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	Asymmetric synthesis of amines using tert-butanesulfinamide
	Xu, Hai-Chao ; Chowdhury, Somenath ; Ellman, Jonathan A. ; Xu HC(徐海超)
刊名	http://dx.doi.org/10.1038/nprot.2013.134
	2013
关键词	CATHEPSIN-S ARYLBORONIC ACIDS CHIRAL AMINES DIASTEREOSELECTIVE SYNTHESIS ORGANOMETALLIC REAGENTS NONPEPTIDIC INHIBITORS DIRECT CONDENSATION IMINO ESTERS IDENTIFICATION SULFINIMINES
英文摘要	US National Science Foundation [CHE-1049571]; Chiral amines are prevalent in many bioactive molecules, including amino acids and pharmaceutical agents. tert-Butanesulfinamide (tBS) is a chiral amine reagent that has enabled the reliable asymmetric synthesis of a very broad range of different amine structures from simple, readily available starting materials. Three steps are commonly applied to the asymmetric synthesis of amines: (i) condensation of tBS with a carbonyl compound, (ii) nucleophile addition and (iii) tert-butanesulfinyl group cleavage. Here we demonstrate these steps with the preparation of a propargylic tertiary carbinamine, one of a class of amines that have been used for many different biological purposes, including click chemistry applications, diversity-oriented synthesis, the preparation of peptide isosteres and the development of protease inhibitors as drug candidates and imaging agents. The process described here can be performed in 3-4 d.
语种	英语
出版者	NATURE PUBLISHING GROUP
内容类型	期刊论文
源URL	[http://dspace.xmu.edu.cn/handle/2288/88839]
专题	化学化工－已发表论文
推荐引用方式 GB/T 7714	Xu, Hai-Chao,Chowdhury, Somenath,Ellman, Jonathan A.,et al. Asymmetric synthesis of amines using tert-butanesulfinamide[J]. http://dx.doi.org/10.1038/nprot.2013.134,2013.
APA	Xu, Hai-Chao,Chowdhury, Somenath,Ellman, Jonathan A.,&徐海超.(2013).Asymmetric synthesis of amines using tert-butanesulfinamide.http://dx.doi.org/10.1038/nprot.2013.134.
MLA	Xu, Hai-Chao,et al."Asymmetric synthesis of amines using tert-butanesulfinamide".http://dx.doi.org/10.1038/nprot.2013.134 (2013).