通过钯催化的C(sp)-H芳基化/平行动力学拆分对隐沃林醇进行对映选择性合成的研究。
Studies towards the Enantioselective Synthesis of Cryptowolinol via Pd-Catalyzed C(sp)-H Arylation/Parallel Kinetic Resolution.
作者信息
Miyakoshi Takeru, Kronenberg Domenic, Tamaki Sota, Lombardi Rafael, Baudoin Olivier
机构信息
University of Basel, Department of Chemistry, St. Johanns-Ring 19, CH-4056 Basel, Switzerland.
出版信息
Org Lett. 2024 Apr 19;26(15):2923-2927. doi: 10.1021/acs.orglett.4c00386. Epub 2024 Apr 3.
We report a model study towards the enantioselective synthesis of the dibenzopyrrocoline alkaloid (-)-cryptowolinol. The key step involves a challenging enantioselective Pd-catalyzed C(sp)-H arylation performed with a chiral NHC ligand, which proceeds via parallel kinetic resolution (PKR). A very efficient PKR process was achieved on a deoxygenated model substrate and was successfully transposed to a potential intermediate en route to (-)-cryptowolinol.
我们报道了一项关于对映选择性合成二苯并吡咯啉生物碱（-）-隐沃林醇的模型研究。关键步骤涉及使用手性NHC配体进行具有挑战性的对映选择性钯催化C（sp）-H芳基化反应，该反应通过平行动力学拆分（PKR）进行。在脱氧模型底物上实现了非常有效的PKR过程，并成功应用于合成（-）-隐沃林醇的潜在中间体。
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