Enantioselective rhodium-catalyzed conjugate alkynylation of 5-benzylidene Meldrum's acids with TMS-acetylene.
The enantioselective alkynylation of benzylidene Meldrum's acids has been successfully achieved through rhodium-catalyzed addition of TMS-acetylene in the presence of bisphosphine ligand 3,5-Xylyl-MeOBIPHEP. The resulting Meldrum's acids were obtained in good yields and up to 99% enantiomeric excess. The alkynylation method is carried out under mild reactions conditions and is compatible with an array of functional groups.
Fillion
Eric
E
Department of Chemistry, University of Waterloo, Waterloo, Ontario, Canada N2L 3G1. efillion@uwaterloo.ca
Zorzitto
Alexander K
AK
D000114:Acetylene / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D004146:Dioxanes / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
D000480:Alkynes; D004146:Dioxanes; D012238:Rhodium; D000114:Acetylene