title: Zinc catalyzed and mediated propargylations with propargyl boronates.
abstract: The utility of allenyl and propargyl boronates for the propargylation of aldehydes and ketones mediated by zinc is presented. The reaction is catalytic in zinc with allenyl or propargyl borolanes. The propargylation with crystalline and air-stable propargyl diethanolamine boronates was also achieved. A catalytic cycle is proposed, and preliminary mechanistic studies are discussed.
authors: Department of Chemical Development, Boehringer Ingelheim Pharmaceuticals Inc., 900 Old Ridgebury Road/P.O. Box 368, Ridgefield, Connecticut 06877-0368, USA. daniel.fandrick@boehringer-ingelheim.com
authors: Daniel R
authors: DR
authors: Fandrick
authors: Keith R
authors: KR
authors: Fandrick
authors: Jonathan T
authors: JT
authors: Reeves
authors: Zhulin
authors: Z
authors: Tan
authors: Courtney S
authors: CS
authors: Johnson
authors: Heewon
authors: H
authors: Lee
authors: Jinhua J
authors: JJ
authors: Song
authors: Nathan K
authors: NK
authors: Yee
authors: Chris H
authors: CH
authors: Senanayake
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D001889:Borinic Acids / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D010293:Pargyline / Q000031:analogs & derivatives* / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D001889:Borinic Acids; D007659:Ketones; D010293:Pargyline; D015032:Zinc