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利用 C-糖苷作为内消旋手性合成子,立体选择性合成苯并吡喃、苯并吡喃酮和黄酮类天然产物类似物的研究进展。

Developments in the stereoselective synthesis of benzopyran, benzopyrone and flavonoid based natural product analogues using C-glycosides as an intrinsic chiral synthon.

机构信息

Department of Chemistry, Kamala Nehru Women's College, Bhubaneswar, Odisha, India.

出版信息

Carbohydr Res. 2024 Jul;541:109164. doi: 10.1016/j.carres.2024.109164. Epub 2024 May 25.

Abstract

Stereoselective synthesis is essential for propelling mainstream academia toward a relentless pursuit of novel and cutting-edge strategies for constructing molecules with unparalleled precision. Naturally derived benzopyrans, benzopyrones, and flavonoids are an essentially prominent group of oxa-heterocycles, highly significant targets in medicinal chemistry owing to their extensive abundance in biologically active natural products and pharmaceuticals. The molecular complexity and stereoselectivity induced by heterocycles embedded with C-glycosides have attracted considerable interest and emerged as a fascinating area of research for synthetic organic chemists. This present article emphasizes the existing growths in the strategies involving the diastereoselective synthesis of C-glycosylated benzopyrans, benzopyrones, and flavonoids using naturally acquired glycones as chiral synthons.

摘要

立体选择性合成对于推动主流学术界不懈追求构建具有无与伦比精度的分子的新颖和前沿策略至关重要。天然存在的苯并吡喃、苯并吡喃酮和黄酮类化合物是氧杂杂环的一个重要类别,由于它们在生物活性天然产物和药物中的广泛存在,它们是药物化学中的重要目标。含有 C-糖苷的杂环诱导的分子复杂性和立体选择性引起了合成有机化学家的极大兴趣,并成为一个引人入胜的研究领域。本文重点介绍了使用天然获得的糖作为手性合成子,通过非对映选择性合成 C-糖基化苯并吡喃、苯并吡喃酮和黄酮类化合物的策略的现有进展。

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