Firmenich SA, Corporate R&D Division, Rue de la Bergère 7, 1242, Satigny, Switzerland.
Chemistry. 2021 Jun 25;27(36):9276-9280. doi: 10.1002/chem.202101080. Epub 2021 May 21.
Unactivated alkenyl iodides and bromides underwent an unprecedented palladium-catalyzed relay-Heck cross-coupling with a whole range of alkenols of different chain lengths linking the alkene and the alcohol, affording unsaturated aldehydes and ketones in moderate to good yields. In contrast, alkenyl triflates were not suitable partners for this reaction. This method allowed the preparation of open-chain analogues of the musk odorant Vulcanolide, several of which retained key olfactory properties of the parent molecule.
未活化的烯基碘化物和溴化物经历了前所未有的钯催化接力-Heck 交叉偶联反应，与一系列不同链长的烯醇反应，将烯烃和醇连接起来，以中等至良好的收率得到不饱和醛和酮。相比之下，烯基三氟甲磺酸酯不适用于该反应。该方法允许制备麝香气味剂 Vulcanolide 的开链类似物，其中几个保留了母体分子的关键嗅觉特性。
