Three-component synthesis of alpha,beta-cyclopropyl-gamma-amino acids.
[reaction: see text] The multicomponent coupling of alkenylzirconocenes with N-diphenylphosphinoyl imines provides rapid access to functionalized C-cyclopropylalkylamides which have been readily transformed into alpha,beta-cyclopropyl-gamma-amino acids. These novel scaffolds are thus accessible in ca. 8 steps from commercially available alkynes.
Wipf
Peter
P
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA. pwipf+@pitt.edu
Stephenson
Corey R J
CR
D000480:Alkynes / Q000737:chemistry*; D000596:Amino Acids / Q000138:chemical synthesis* / Q000737:chemistry*; D002384:Catalysis; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000480:Alkynes; D000596:Amino Acids; D003521:Cyclopropanes