Ni-Catalyzed Regioselective Dicarbofunctionalization of Unactivated Olefins by Tandem Cyclization/Cross-Coupling and Application to the Concise Synthesis of Lignan Natural Products
Shekhar KC, Prakash Basnet, Surendra Thapa, Bijay Shrestha and Ramesh Giri*
*Department of Chemistry & Chemical Biology, The University
of New Mexico, Albuquerque, New Mexico 87131, United States, Email: rgiri
unm.edu
S. KC, P. Basnet, S. Thapa, B. Shrestha, R. Giri, J. Org. Chem., 2018, 83, 2920-2936.
DOI: 10.1021/acs.joc.8b00184
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Abstract
(terpy)NiBr2 catalyzes a regioselectively difunctionalisation of unactivated olefins with tethered alkyl halides and arylzinc reagents to provide (arylmethyl)carbo- and heterocyclic scaffolds. The reaction shows an excellent functional group tolerance (such as ketones, esters, nitriles, halides, and base-sensitive racemizable stereocenters).
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Key Words
cyclopentanes, pyrrolidines, tetrahydrofurans
ID: J42-Y2018
