journal article·2021-11Open access

Palladium-catalyzed three-component synthesis of phosphine-containing tetrasubstituted acyclic unsymmetric all-carbon olefins

Xingxing Ma, Puhui Li, Jinchao Liang, Hejun An, Kai Yang, Qiuling Song

Cell Reports Physical Science· Volume 2· Issue 11

Abstract

Tetrasubstituted all-carbon olefins and 1,3-diene derivatives play a key role in various fields. The application of phosphine-containing compounds covers a wide ground as well. Despite the importance of phosphine-containing tetrasubstituted acyclic unsymmetrical all-carbon olefins, no general method exists for the construction of them stereoselectively. Herein, we present a strategy that constructs such compounds along with 1,3-diene motifs in the presence of palladium catalysis via three-component reaction. In addition, downstream transformations upon reduction indicated that these products are potential novel ligands. This is a ligand-free process that features broad substrate scope and various functional group tolerance with excellent stereoselectivity; of note, the substrates incorporating complex molecules or pharmaceuticals can also proceed smoothly in our protocol.
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Research context

OpenAlex topics: Synthetic Organic Chemistry Methods · Asymmetric Synthesis and Catalysis · Catalytic C–H Functionalization Methods

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