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Direct β‐Selective Cross‐Coupling of Alkenyl Gold Complexes with Alkyl Electrophiles
Author(s) -
Nguyen Julia,
Duncan Nicole,
Lalic Gojko
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201601149
Subject(s) - chemistry , electrophile , steric effects , alkyl , aryl , coupling reaction , coupling (piping) , selectivity , combinatorial chemistry , photochemistry , computational chemistry , organic chemistry , catalysis , mechanical engineering , engineering
Alkenyl gold complexes are common intermediates in gold‐catalyzed transformations of allenes and alkynes, and numerous methods for their functionalization have been explored. Particularly valuable are cross‐coupling reactions, which result in the formation of a new C–C bond. Several strategies are known that enable α‐selective cross‐coupling of alkenyl gold complexes with aryl, allyl, or acyl coupling partners. We describe the direct β‐selective cross‐coupling of alkenyl gold complexes with simple alkyl electrophiles. We also describe the effects of the steric and electronic properties of alkenyl gold complexes on the selectivity of the cross‐coupling reaction.