Regioselectivity and enantioselectivity in nickel-catalysed reductive coupling reactions of alkynes.
Nickel-catalysed reductive coupling reactions of alkynes have emerged as powerful synthetic tools for the selective preparation of functionalized alkenes. One of the greatest challenges associated with these transformations is control of regioselectivity. Recent work from our laboratory has provided an improved understanding of several of the factors governing regioselectivity in these reactions, and related studies have revealed that the reaction mechanism can differ substantially depending on the ligand employed. A discussion of stereoselective transformations and novel applications of nickel catalysis in coupling reactions of alkynes is also included.
Moslin
Ryan M
RM
Massachusetts Institute of Technology, Department of Chemistry, Cambridge, MA, USA. tfj@mit.edu
Miller-Moslin
Karen
K
Jamison
Timothy F
TF
D000475:Alkenes / Q000138:chemical synthesis; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D009532:Nickel / Q000737:chemistry*; D010084:Oxidation-Reduction; D020005:Propanols / Q000138:chemical synthesis; D013237:Stereoisomerism
D000475:Alkenes; D000480:Alkynes; D020005:Propanols; C006463:allyl alcohol; D009532:Nickel