Max-Planck-Institut für Kohlenforschung, D-45470 Mülheim/Ruhr, Germany.
Org Lett. 2023 Mar 10;25(9):1536-1540. doi: 10.1021/acs.orglett.3c00327. Epub 2023 Feb 27.
The furanocembranoid providencin remains an unconquered bastion, although the synthesis of 17-deoxyprovidencin─lacking a single -OH group─has been accomplished in the past. This paper describes a practical approach to a properly hydroxylated building block via an iridium-catalyzed photosensitized intramolecular [2 + 2] cycloaddition as the key step. While an attempt to convert this compound into providencin via RCAM failed, it might well be elaborated into the natural product by adopting the literature route.
尽管过去已经完成了缺乏单个-OH 基团的 17-去氧普罗维登菌素的合成，但呋喃半缩醛普罗维登菌素仍然是一个未被攻克的堡垒。本文描述了一种通过铱催化的光致敏分子内[2 + 2]环加成反应作为关键步骤来获得适当羟基化砌块的实用方法。虽然通过 RCAM 将该化合物转化为普罗维登菌素的尝试失败了，但通过采用文献路线，它很可能被精心制成天然产物。
