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Dynamic kinetic asymmetric transformations of β-halo-α-keto esters by N,N′-dioxide/Ni(ii)-catalyzed carbonyl-ene reaction†
Chemical Communications ( IF 4.9 ) Pub Date : 2018-07-17 00:00:00 , DOI: 10.1039/c8cc04993a
Wen Liu 1, 2, 3, 4, 5 , Weidi Cao 1, 2, 3, 4, 5 , Haipeng Hu 1, 2, 3, 4, 5 , Lili Lin 1, 2, 3, 4, 5 , Xiaoming Feng 1, 2, 3, 4, 5
Affiliation  

Dynamic kinetic asymmetric transformations of racemic β-halo-α-keto esters through carbonyl-ene reaction were realized using a chiral N,N′-dioxide-nickel(II) complex, giving the corresponding β-halo-α-hydroxy esters containing two vicinal chiral tri- and tetrasubstituted carbon centers in good yields and dr with excellent ee values without the use of extra bases. Meanwhile, a proposed reaction mechanism was presented according to the configuration of the product.

中文翻译:

通过β卤代α酮酯的动态动力学不对称转化ÑÑ '二氧化物/镍(II) -催化羰基-烯反应

外消旋β-卤代-α-酮酸酯通过手性NN'-氧化物-镍(II)配合物实现了羰基-烯键反应的动态动力学不对称转变,得到了相应的含有两种的β-卤代-α-羟基酯。在不使用额外碱的情况下,邻位手性三和四取代碳中心具有良好的收率,并具有出色的ee值。同时,根据产物的构型提出了一种反应机理。
更新日期:2018-07-17
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