College of Pharmaceutical Science & Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals, Zhejiang University of Technology, Hangzhou 310014, China.
State Key Laboratory of Fine Chemicals, School of Chemical Engineering, Dalian University of Technology, Dalian 112024, China.
Org Biomol Chem. 2020 Oct 21;18(40):7977-7986. doi: 10.1039/d0ob01614d.
The rapid enantioselective synthesis of valuable building blocks and pharmaceutically important compounds from easily accessible precursors is one of the major areas of focus in organic chemistry. In this context, 2-activated 1,3-enyne has emerged as a powerful synthon in recent years for the efficient synthesis of enantioenriched furans, allenes, 4-H-pyrans, and 4-isoxazolines, which are privileged scaffolds in bioactive compounds and natural products. This review will cover the history of the development of 2-activated 1,3-enyne in enantioselective synthesis along with the corresponding mechanisms, which may motivate further development in this area to forge more complex and valuable molecules.
从易得的前体快速对映选择性合成有价值的构建块和药物重要化合物是有机化学的主要研究领域之一。在这种情况下,2-活化的 1,3-烯炔近年来已成为高效合成对映体富集的呋喃、丙二烯、4-H-吡喃和 4-异恶唑啉的有力前体,这些都是生物活性化合物和天然产物中重要的骨架。这篇综述将涵盖 2-活化的 1,3-烯炔在对映选择性合成中的发展历史以及相应的机制,这可能会激发该领域的进一步发展,以合成更复杂和有价值的分子。