Mercuric Triflate-Catalyzed Reaction of Propargyl Acetates with Water Leading Vinyl Ketones
…, Y Asai, H Takano, H Hamagaki, M Nishizawa
Index: Imagawa, Hiroshi; Asai, Yumiko; Takano, Hiroto; Hamagaki, Hitomi; Nishizawa, Mugio Organic Letters, 2006 , vol. 8, # 3 p. 447 - 450
Full Text: HTML
Citation Number: 35
Abstract
Reaction of propargyl acetate with water catalyzed by Hg (OTf) 2 afforded vinyl ketone as the major product along with a dimeric vinyl mercuric product and normal hydration products in small amounts. The reaction is an alternative to the Meyer-Schuster and Rupe rearrangement applicable to primary alcohols, although the mechanism is entirely different.
Related Articles:
Development and application of a continuous microwave reactor for organic synthesis
[Cablewski, Teresa; Faux, Alan F.; Strauss, Christopher R. Journal of Organic Chemistry, 1994 , vol. 59, # 12 p. 3408 - 3412]
Poly (vinyl ketone) s by controlled boron group transfer polymerization (BGTP)
[Uehara, Kazuhiro; Wagner, Christine B.; Vogler, Thomas; Luftmann, Heinrich; Studer, Armido Angewandte Chemie - International Edition, 2010 , vol. 49, # 17 p. 3073 - 3076]
Platinum??Catalyzed Multi??Step Reaction of Propargyl Alcohols with N??Heteroaromatics
[Bhuvaneswari, Sivakolundu; Jeganmohan, Masilamani; Cheng, Chien-Hong Chemistry - An Asian Journal, 2010 , vol. 5, # 1 p. 141 - 146]
Efficient, direct α-methylenation of carbonyls mediated by diisopropylammonium trifluoroacetate
[Bugarin, Alejandro; Jones, Kyle D.; Connell, Brian T. Chemical Communications, 2010 , vol. 46, # 10 p. 1715 - 1717]
Tandem oxidation/halogenation of aryl allylic alcohols under Moffatt-Swern conditions
[Journal of Organic Chemistry, , vol. 72, # 18 p. 7054 - 7057]