Department of Chemistry, Center for Cancer Research, Purdue University, West Lafayette, Indiana 47907, USA.
Nat Prod Rep. 2017 Oct 18;34(10):1185-1192. doi: 10.1039/c7np00038c.
Covering: 2000 to 2017Macrolactones are privileged structural motifs in many functional molecules, particularly natural products and pharmaceutical molecules. They are commonly synthesized from the corresponding seco acids with various stoichiometric activating reagents to promote the formation of the macrocycle. Advances in new methods and strategies for synthesizing macrolactones have been made over the years to improve the overall synthetic efficiency and economy. This highlight focuses on the recent developments of catalytic macrolactonization methods and strategies without the use of seco acids and their applications in natural product total synthesis. In particular, catalytic C-H macrolactonization, enantioselective Rh-catalyzed redox-neutral allene-acid cyclization, catalytic carbonylative macrolactonization, and NHC-catalyzed oxidative macrolactonization are highlighted.
2000 年至 2017 年大环内酯是许多功能分子，特别是天然产物和药物分子中的重要结构基序。它们通常由相应的 sec 酸与各种化学计量的活化试剂合成，以促进大环的形成。多年来，人们一直在努力开发新的大环内酯合成方法和策略，以提高整体合成效率和经济性。本重点介绍了近年来无需使用 sec 酸的催化大环内酯化方法和策略的最新进展及其在天然产物全合成中的应用。特别强调了催化 C-H 大环内酯化、对映选择性 Rh 催化的氧化还原中性丙二烯-酸环化、催化羰基化大环内酯化和 NHC 催化的氧化大环内酯化。
