Опубликована: Апрель 24, 2024
The Science of Synthesis Early Career Board (ECAB), established in 2022, and the Thieme Chemistry Journal Awards recognize some most up-and-coming young organic chemists. We are very proud to present both ECAB members journal award winners as speakers this Rising Stars Cheminar. Constructive Ozonolysis: Capturing Primary Ozonides have found that primary ozonides predictable lifetimes can be harnessed synthetic intermediates providing us an avenue explore new carbon oxygen bond forming reactions. In work, we describe proof-of-principle development a new, simple, green syn dihydroxylation reaction through trapping with nucleophiles. Although there currently many options choose from when preparing syn-glycols sustainable alternative transition metal-based approach is great benefit on fronts its wide utility chemistry made it ideal launch our research program constructive ozonolysis. Specifically, show reactive definitive at -80 C captured continuous flow. This becomes especially important because method has virtually zero peroxide accumulation eliminates need store hazardous oxidizing agents. demonstrated flow produce pharmaceutically relevant compounds by guaifenesin, active component Mucinex, precursor Ponesimod, recently approved drug for multiple sclerosis. Cyclopropane using Palladium Carbenes Methods synthesize strained rings critical discovery programs. Herein, platform obtain orphaned cyclopropanes cyclobutanes α,α-disubstituted vinyl-, crotyl- allylhydrazone reagents. oxidation state palladium carbene intermediate impacts mode reactivity (i.e. cyclopropanation vs C–H insertion). Lastly, highly [2.1.0]-bicycles obtained intramolecular Pd(0)-NHC complexes. Access Previously "Inaccessible" Arynes Using Transition Metals Research Roberts group involves looking unsolved problems synthesis perspective organometallic/inorganic chemistry. One main area interest heterocycles aryne intermediates. Despite their useful reactivity, number challenges still remain use arynes including regioselectivity N-heterocyclic arynes. fundamental principles Ni chemistry, first able access previously “inaccessible” 5-membered heterocyclic time since they were hypothesized exist 120 years ago. C―H oxidations natural products Selective play role chemical more diverse regio-, chemo- diastereoselective manner. More specifically, bonds emerged powerful tool insertion oxygenated functionalities late stage complex molecules, eliminating additional manipulations functional groups. sense, will recent efforts diterpenes selective Sulfonylcyclopropanols Modular Cyclopropanone Equivalents derivatives long been regarded unusable elusive intermediates, mainly owing prominent ring strain kinetic instability. report stereospecific sulfonylcyclopropanols, shown modular versatile equivalents corresponding cyclopropanone derivatives. These reagents smoothly react variety manifolds, organometallic 1,2-addition affording cyclopropanols, nitrene chiral β-lactams, nickel-catalyzed C–C activation cyclopentenones, well olefination general alkylidenecyclopropanes other substituted cyclopropanes. Moreover, sulfonylcyclopropanols behave sources ‘C(1)-oxidized cyclopropanols’ treated successively amines oxidants, effectively acting ring-opened 3-carbon linchpin work constitutes route enantioenriched equivalents, thus unlocking novel disconnections various industries.
Язык: Английский
