Directed nickel-catalyzed 1, 2-dialkylation of alkenyl carbonyl compounds. Issue 23 (29th May 2018)

• Record Type: Journal Article
• Authors: Derosa, Joseph; van der Puyl, Vincent A.; Tran, Van T.; Liu, Mingyu; Engle, Keary M.
• Is Part Of: Chemical science. Volume 9:Issue 23(2018)
• Page Start: 5278
• Page End: 5283
• Publication Date: 2018-05-29
• Subjects: Chemistry -- Periodicals; 540.5
• DOI: 10.1039/c8sc01735b
• Languages: English
• ISSNs: 2041-6520

Abstract

Abstract : A substrate-directed approach to couple alkylzinc nucleophiles, alkyl halide electrophiles, and non-conjugated alkenes under nickel catalysis is described. Abstract : A nickel-catalyzed conjunctive cross-coupling of non-conjugated alkenes, alkyl halides, and alkylzinc reagents is reported. Regioselectivity is controlled by chelation of a removable bidentate 8-aminoquinoline directing group. Under optimized conditions, a wide range of 1, 2-dialkylated products can be accessed in moderate to excellent yields. To the best of our knowledge, this report represents the first example of three-component 1, 2-dialkylation of non-conjugated alkenes to introduce differentiated alkyl fragments.