Dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation.

Dynamic kinetic resolution of α-keto esters via asymmetric transfer hydrogenation.
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DOI:
10.1021/ja3027136
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发表时间:
2012-05-02
影响因子:
15
通讯作者:
Johnson, Jeffrey S.
Johnson, Jeffrey S.
中科院分区:
化学1区
文献类型:
--
作者:
Steward, Kimberly M.;Gentry, Emily C.;Johnson, Jeffrey S.

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使用新设计的(芳烃)RuCl(单磺酰胺)转移氢化催化剂完成了β-芳基α-酮酯的动态动力学拆分。这个动态过程通过还原/内酯化序列产生三个具有显着非对映选择性的连续立体中心。所得到的对映体富集、密集功能化的 γ-丁内酯具有很高的合成实用性,正如几次二次衍生化所​​强调的那样。
The dynamic kinetic resolution of β-aryl α-keto esters has been accomplished using a newly designed (arene)RuCl(monosulfonamide) transfer hydrogenation catalyst. This dynamic process generates three contiguous stereocenters with remarkable diastereoselectivity through a reduction/lactonization sequence. The resulting enantioenriched, densely functionalized γ-butyrolactones are of high synthetic utility as highlighted by several secondary derivatizations.
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