Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, 52074 Aachen, Germany.
Chem Soc Rev. 2017 Mar 21;46(6):1661-1674. doi: 10.1039/c6cs00757k.
Recent advancement in the area of asymmetric organocatalysis led to the development of new methodologies for the construction of valuable enantiopure molecules, including various heterocycles. As one of the latter class of compounds tetrahydropyrans (THPs) constitute a core structure of a wide array of bioactive natural products. A noticeable growth has been observed in the asymmetric synthesis of THPs using small organic molecules as catalysts. This Tutorial Review describes the organocatalytic methods available to furnish THPs as well as the application of these methodologies in the total synthesis of THP-based natural products.
近年来,不对称有机催化领域的进展促使人们开发了构建有价值的手性纯分子(包括各种杂环)的新方法。作为后者的一类化合物,四氢吡喃(THP)构成了广泛的生物活性天然产物的核心结构。使用小分子作为催化剂的 THP 的不对称合成已经有了显著的增长。本综述描述了提供 THP 的有机催化方法以及这些方法在手性基于 THP 的天然产物的全合成中的应用。