title: Effect of ester on rhodium-catalyzed intermolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes and alkynes.
abstract: We systematically examined the effect of different esters on the rhodium-catalyzed intermolecular [5+2] cycloaddition of 3-acyloxy-1,4-enynes and alkynes with a concomitant 1,2-acyloxy migration. Significant rate acceleration was observed for benzoate substrates bearing an electron-donating substituent. The cycloaddition can now be conducted under much more practical conditions for most terminal alkynes.
authors: School of Pharmacy, University of Wisconsin, Madison, WI 53705, USA.
authors: Casi M
authors: CM
authors: Schienebeck
authors: Patrick J
authors: PJ
authors: Robichaux
authors: Xiaoxun
authors: X
authors: Li
authors: Lianqing
authors: L
authors: Chen
authors: Weiping
authors: W
authors: Tang
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D003516:Cycloparaffins / Q000138:chemical synthesis* / Q000737:chemistry; D004952:Esters / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000480:Alkynes; D003516:Cycloparaffins; D004952:Esters; D009942:Organometallic Compounds; D012238:Rhodium