Merging Halogen-Atom Transfer (XAT) and Cobalt Catalysis to Override E2-Selectivity in the Elimination of Alkyl Halides: A Mild Route toward contra-Thermodynamic Olefins.
Sign Up to like & getrecommendations! Published in 2021 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.1c06768
Abstract: We report here a mechanistically distinct tactic to carry E2-type eliminations on alkyl halides. This strategy exploits the interplay of α-aminoalkyl radical-mediated halogen-atom transfer (XAT) with desaturative cobalt catalysis. The methodology is high-yielding, tolerates many… read more here.
Keywords: alkyl halides; atom transfer; contra thermodynamic; transfer xat ... See more keywords
Contra-thermodynamic halolactonization of lactam-tethered 5-aryl-4(E)-pentenoic acids for the flexible and stereocontrolled synthesis of fused lactam-halolactones
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DOI: 10.1039/d2ra04177d
Abstract: Halolactonization of alkenoic acids enables the construction of oxygen-heterocycles via intramolecular halonium-induced nucleophilic addition. Although the literature is currently inundated with halolactonizations of 5-aryl-4(E)-pentenoic acids that predictably afford the 6-endo cyclization adducts, methods that reliably… read more here.
Keywords: aryl pentenoic; halolactonization lactam; contra thermodynamic; thermodynamic halolactonization ... See more keywords