通过对映选择性亚胺缩合获得手性环β-胺酮。

Yaru Gao, Zhi-Keng Lin, Mingjin Liu, Jiameng Deng, Tao Zhang, Bin-Miao Yang, Yu Zhao
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引用次数: 0

摘要

本文报道了一种前所未有的由简单中位1,3-二酮通过手性磷酸催化亚胺缩合反对称合成环β-胺酮的催化对映选择性反应。这种转化提供了广泛的具有远端β-立体中心的环β-胺酮和吖啶酮的有效途径,在温和的条件下以简单的方案提供了高产量和对映选择性的产品。此外,所得到的β-胺酮可以通过一步衍生得到不同的富含对映体的碳环和杂环,这突出了它们在药物化学中的应用潜力。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Access to Chiral Cyclic β-Enaminones via Enantioselective Imine Condensation.

We report herein an unprecedented catalytic enantioselective synthesis of cyclic β-enaminones from simple meso-1,3-diketones via chiral phosphoric acid-catalyzed desymmetrization through imine condensation. This transformation provides efficient access to a broad array of cyclic β-enaminones and acridinones bearing a remote β-stereogenic center, delivering products in excellent yields and enantioselectivities under mild conditions with a straightforward protocol. Furthermore, the resulting β-enaminones can undergo one-step derivatizations to furnish diverse enantioenriched carbo- and heterocycles, highlighting their high potential for applications in medicinal chemistry.

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