Direct Asymmetric Alkylation of Ketones: Still Unconquered.

Direct Asymmetric Alkylation of Ketones: Still Unconquered.
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DOI:
10.1002/anie.201703079
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发表时间:
2017-08-01
期刊:
Angewandte Chemie (International ed. in English)
影响因子:
--
通讯作者:
McGlacken GP
McGlacken GP
中科院分区:
其他
文献类型:
--
作者:
Cano R;Zakarian A;McGlacken GP

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酮类的烷基化是本科阶段的基础课程。在许多情况下,这种转变导致新的立体中心的形成。然而,许多问题掩盖了转换表面上的简单性。因此,酮的直接不对称烷基化的一般方法仍然是一个未实现的目标。尽管有机催化和过渡金属催化取得了进展,但这两个领域都没有提供足够的解决方案。事实上,甚至使用一种有效的和通用的化学计量手性试剂还没有报道。在这里,我们描述了一些羰基的直接烷基化反应的最新进展。我们概述了酮类的有限进展,以及最终实现酮类不对称烷基化的广泛适用方法的潜在途径。
The alkylation of ketones is taught at basic undergraduate level. In many cases this transformation leads to the formation of a new stereogenic center. However, the apparent simplicity of the transformation is belied by a number of problems. So much so, that a general method for the direct asymmetric alkylation of ketones remains an unmet target. Despite the advancement of organocatalysis and transition-metal catalysis, neither field has provided an adequate solution. Indeed, even use of an efficient and general stoichiometric chiral reagent has yet to be reported. Herein we describe the state-of- the-art in terms of direct alkylation reactions of some carbonyl groups. We outline the limited progress that has been made with ketones, and potential routes towards ultimately achieving a widely applicable methodology for the asymmetric alkylation of ketones.
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