Rhodium-Catalyzed Asymmetric Arylation of N-(tert-Butanesulfinyl)imines with Sodium Tetraarylborates

被引:27
作者
Reddy, Leleti Rajender [1 ]
Gupta, Aditya P. [1 ]
Villhauer, Eric [1 ]
Liu, Yugang [1 ]
机构
[1] Novartis Pharmaceut, Chem & Analyt Dev, E Hanover, NJ 07936 USA
关键词
N-TERT-BUTANESULFINYL; ARYLBORONIC ACIDS; ENANTIOSELECTIVE SYNTHESIS; ORGANOMETALLIC REAGENTS; CYTOKINE MODULATOR; IMINES; TOSYLARYLIMINES; LEVOCETIRIZINE; ADDITIONS; AMINES;
D O I
10.1021/jo2024224
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A diastereoselective rhodium-catalyzed arylation of N-(tert-butanesulfinyl)imines with sodium tetraarylborates is described. This method is general for constructing various chiral alpha-branched amines and 2-substituted pyrrolidines with high diastereoselectivity. A practical asymmetric approach to access chiral amines has been developed involving the use of air-stable Rh catalysts and reagents and in the absence of an external ligand.
引用
收藏
页码:1095 / 1100
页数:6
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