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Creators/Authors contains: "Thibodeaux, Sadie B"

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  1. ; ; ; ; ; ; ; (, ACS Catalysis)
    We report the intramolecular 1,n-aminoboration for the simultaneous synthesis of aza-heterocycles with distal carbon–boron bonds. Pd-catalyzed remote 1,n-aminoboration occurs with 1,2-disubstituted alkenes; upon aminopalladation of the olefin, chain-walking generates the terminal Pd-alkyl intermediate which selectively undergoes Fe-catalyzed borylation. Terminal bishomoallylic amines, amides, carba-mates, and ureas afford the borylated pyrrolidines and lactams through 1,2-aminoboration. Forty-one examples of 1,n-borylated hetero-cycles are presented with yields up to 92% yield. Derivatization of the products is explored: cross-coupling, amination, and oxidation to access unnatural amino alcohols and acids. 
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