Catalytic asymmetric reductive amination of aldehydes via dynamic kinetic resolution
Catalytic asymmetric reductive amination of aldehydes via dynamic kinetic resolution
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DOI：
10.1021/ja065404r
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发表时间：
2006-10-11
影响因子：
15
通讯作者：
List, Benjamin
中科院分区：
文献类型：
--
作者：
Hoffmann, Sebastian;Nicoletti, Marcello;List, Benjamin
发展了一种新的有机催化醛的不对称还原胺化反应。在磷酸催化剂TRIP存在下，α-支链醛与对甲氧基苯胺和Hantzsch酯反应，通过高效的动态动力学拆分，以优异的产率和对映选择性得到β-支链仲胺。该方法适用于几种不同的芳族醛和胺，但与脂族醛的对映体比率略有降低。
A novel organocatalytic asymmetric reductive amination of aldehydes has been developed. Treating racemic α-branched aldehydes withp-anisidine and a Hantzsch ester in the presence of our previously developed phosphoric acid catalyst, TRIP, gave β-branched secondary amines in excellent yields and enantioselectivities via an efficient dynamic kinetic resolution. The process is applicable to several different aromatic aldehydes and amines but gives slightly reduced enantiomeric ratios with aliphatic aldehydes.