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Transition-Metal-Catalyzed Enantioselective α-Arylation of Carbonyl Compounds to Give Tertiary Stereocenters
Synthesis ( IF 2.2 ) Pub Date : 2021-07-28 , DOI: 10.1055/a-1560-5245
Manuel Orlandi , Margarita Escudero-Casao , Giulia Licini

Enantioenriched α-aryl carbonyl compounds are ubiquitous in natural products and biologically active compounds. Their synthesis has been explored over the last few decades and several methods now exist that allow for the enantioselective formation of a C(sp3)-C(sp2) bond in the α-position to a carbonyl group. However, although the formation of quaternary stereocenters has been fairly well established, the enantioselective formation of tertiary stereocenters proved more challenging due to facile product post-reaction racemization. In this short review, we summarize the methods reported to date for the asymmetric α-arylation of enolates and analogues that rely on transition-metal catalysis.1 Introduction2 Nucleophile Pre-activation3 Activation via Aminocatalysis4 Formation of Constrained Stereocenters5 Concluding Remarks

中文翻译:

过渡金属催化羰基化合物的对映选择性α-芳基化以产生三级立体中心

富含对映体的α-芳基羰基化合物在天然产物和生物活性化合物中无处不在。在过去的几十年中已经探索了它们的合成,现在有几种方法可以在 α 位对映选择性地形成 C(sp3)-C(sp2) 键到羰基。然而,虽然四元立体中心的形成已经相当成熟,但由于产物后反应外消旋化容易,三级立体中心的对映选择性形成被证明更具挑战性。在这篇简短的评论中,我们总结了迄今为止报道的依赖过渡金属催化的烯醇化物和类似物的不对称 α-芳基化的方法。 1 介绍 2 亲核试剂预激活 3 通过氨基催化激活 4 受限立体中心的形成 5 结论
更新日期:2021-09-02
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