A General Strategy for the Synthesis of Truxinate Natural Products Enabled by Enantioselective [2+2] Photocycloadditions.
A General Strategy for the Synthesis of Truxinate Natural Products Enabled by Enantioselective [2+2] Photocycloadditions.
复制标题
通过对映选择性 [2 2] 光环加成合成 Truxate 天然产物的一般策略。
DOI：
10.1021/jacs.3c07132
复制
发表时间：
2023
影响因子：
15
通讯作者：
Yoon,TehshikP
中科院分区：
文献类型：
--
作者：
Genzink,MatthewJ;Rossler,MatthewD;Recendiz,Herman;Yoon,TehshikP
假二聚体环丁烷是一类天然产物，原则上可以通过[2+2]光环加成有效地合成。然而，开发化学、区域、非映对和对映选择性环加成物的困难限制了它们在不对称合成中的应用。本研究表明，手性酸催化剂促进高选择性可见光光环加成，其产物可以快速转化为truxinate天然产物。这种一般方法使二聚体和假二聚体环丁烷天然产物的合成具有良好的对映选择性。
Pseudodimeric cyclobutanes constitute a large class of natural products that could, in principle, be efficiently synthesized via [2+2] photocycloadditions. However, the difficulty in developing chemo-, regio-, diastereo-, and enantioselective cycloadditions has limited their use in asymmetric syntheses. Herein, we show that chiral acid catalysts promote highly selective visible-light photocycloadditions, the products of which can be quickly transformed into truxinate natural products. This general approach has enabled the synthesis of both dimeric and pseudodimeric cyclobutane natural products with excellent enantioselectivity.