Université Paris-Saclay, Institut de Chimie des Substances Naturelles, ICSN-CNRS UPR 2301, 1 av. de la Terrasse, 91198 Gif-sur-Yvette, France.
Chem Commun (Camb). 2021 Apr 27;57(34):4089-4105. doi: 10.1039/d1cc00590a.
Chiral substituted cyclic amines are ubiquitous among biologically active molecules and natural products and are valuable intermediates in organic synthesis. Stable and easy to synthesize enamides and dienamides are versatile building blocks for the preparation of chiral amines. The exceptional synergy displayed between these synthetic synthons and chiral phosphoric acid catalysts has successfully been harnessed to develop straightforward formal cycloadditions exhibiting notably high enantiocontrol. This feature article showcases the remarkable versatility of these cycloadditions to access chiral cyclic amines with different ring sizes ranging from 5- to 7-membered rings, with an emphasis on biologically active natural products.
手性取代的环状胺广泛存在于生物活性分子和天然产物中，并且是有机合成中的有价值的中间体。稳定且易于合成的烯酰胺和二烯酰胺是制备手性胺的多功能构建块。这些合成前体与手性磷酸催化剂之间显示出的出色协同作用已成功用于开发具有显著高对映选择性的直接形式的环加成反应。本文重点介绍了这些环加成反应的显著多功能性，可用于获得不同环大小（从 5 元环到 7 元环）的手性环状胺，重点是具有生物活性的天然产物。
