Environmentally Friendly Synthesis of Highly Substituted Phenols Using Enallenoates and Grignard Reagents

Abstract

We developed an efficient and environmentally friendly methodology for selectively synthesizing highly substituted phenols using readily available enallenoates and Grignard reagents. This method consistently yields good to excellent results across over 60 examples, demonstrating the substrate scope and the exploration of phenol product derivatization, further extending the method’s utility.

Total Synthesis of Strigolactones via Palladium-Catalyzed Cascade Carbonylative Carbocyclization of Enallenes

“…Functionalized allenes are valuable organic molecules that are significantly important in transition-metal catalysis. There are numerous examples of the use of functionalized allenes as starting materials in synthetic methodologies. − All of these methodologies contribute to the accessibility of versatile building blocks, enabling the synthesis of complex molecular targets, including natural products, pharmaceuticals, and functional materials. ,− In ongoing research by our team with the objective of developing palladium-catalyzed transformations of enallenes and evaluating their utility in total synthesis, we embarked on their applications in the synthesis of strigolactones (SLs). The isolation of strigol from the root exudates of cotton in 1966 was the first reported compound of this lactone family .…”