Song, Bichao’s team published research in Journal of the American Chemical Society in 2020-06-03 | CAS: 73874-95-0

Journal of the American Chemical Society published new progress about Allyl amines Role: SPN (Synthetic Preparation), PREP (Preparation). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Application of tert-Butyl piperidin-4-ylcarbamate.

Song, Bichao published the artcilePd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors, Application of tert-Butyl piperidin-4-ylcarbamate, the main research area is vinylethylene carbonate diazo ester palladium decarboxylative olefination catalyst; vinyloxazolidinone diazo ester palladium decarboxylative olefination catalyst; vinylbenzoxazinone diazo ester palladium decarboxylative olefination catalyst; butadiene polysubstituted stereoselective preparation.

The efficient and stereoselective synthesis of polysubstituted butadienes, especially the multifunctional butadienes, represents a great challenge in organic synthesis. Herein, we wish to report a distinctive Pd(0) carbene-initiated decarboxylative olefination approach that enables the direct coupling of diazo esters with vinylethylene carbonates (VECs), vinyl oxazolidinones, or vinyl benzoxazinones to afford alc.-, amine-, or aniline-containing 1,3-dienes in moderate to high yields and with excellent stereoselectivity. This protocol features operational simplicity, mild reaction conditions, a broad substrate scope, and gram-scalability. Notably, a structurally unique allylic Pd(II) intermediate was isolated and characterized. DFT calculation and control experiments demonstrated that a rare Pd(0) carbene intermediate could be involved in this reaction. Moreover, the polysubstituted butadienes as novel building blocks were unprecedentedly assembled into macrocycles, which efficiently inhibited the P-glycoprotein and dramatically reversed multidrug resistance in cancer cells by 190-fold.

Journal of the American Chemical Society published new progress about Allyl amines Role: SPN (Synthetic Preparation), PREP (Preparation). 73874-95-0 belongs to class piperidines, name is tert-Butyl piperidin-4-ylcarbamate, and the molecular formula is C10H20N2O2, Application of tert-Butyl piperidin-4-ylcarbamate.

Referemce:
Piperidine – Wikipedia,
Piperidine | C5H11N – PubChem