(NHC)CuH-catalyzed entry to allenes via propargylic carbonate S(N)2'-reductions.
The copper hydride-catalyzed S(N)2'-reduction of propargylic carbonates provides an efficient route to functionalized allenes. The method takes advantage of the stabilizing effect of NHC ligands on CuH and combines high reactivity and stereoselectivity with excellent tolerance toward reactive functionalities.
Deutsch
Carl
C
Organic Chemistry, Dortmund University of Technology, Otto-Hahn-Strasse 6, D-44227 Dortmund, Germany.
Lipshutz
Bruce H
BH
Krause
Norbert
N
D000466:Alkadienes / Q000138:chemical synthesis* / Q000737:chemistry; D000480:Alkynes / Q000737:chemistry*; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003300:Copper / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction
D000466:Alkadienes; D000480:Alkynes; D002254:Carbonates; C025947:propadiene; D003300:Copper