95061-61-3Relevant academic research and scientific papers
Mercuric triflate-catalyzed reaction of propargyl acetates with water leading vinyl ketones
Imagawa, Hiroshi,Asai, Yumiko,Takano, Hiroto,Hamagaki, Hitomi,Nishizawa, Mugio
, p. 447 - 450 (2007/10/03)
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.
α,β-Epoxy Sulfoxides as Useful Intermediates in Organic Synthesis. IX. A Novel Synthesis of Alkyl Vinyl Ketones and Divinyl Ketones from Carbonyl Compounds and 1-Chloro-3-phenylthiopropyl Phenyl Sulfoxide as a Three-Carbon Homologating Agent
Satoh, Tsuyoshi,Kumagawa, Takumi,Sugimoto, Atsushi,Yamakawa, Koji
, p. 301 - 310 (2007/10/02)
The α,β-epoxy sulfoxides easily derived from carbonyl compounds and 1-chloro-3-phenylthiopropyl phenyl sulfoxide were treated with sodium benzeneselenolate to give β-phenylthio carbonyl compounds in excellent yields.The phenylthio group was oxidized to the sulfinyl group and was then treated with a base to afford alkyl vinyl ketones in quite good yields.This reaction presents a novel method for the preparation of alkyl vinyl ketones from carbonyl compounds by three-carbon homologation.The treatment of α,β-epoxy sulfoxides mentioned above with benzenethiolate gave α,β'-bis(phenylthio) ketones.The elimination of the both thio groups afforded divinyl ketones.
A NOVEL SYNTHESIS OF ALKYL VINYL KETONES AND DIVINYL KETONES FROM CARBONYL COMPOUNDS BY THREE-CARBON HOMOLOGATION
Satoh, Tsuyoshi,Kumagawa, Takumi,Yamakava, Koji
, p. 2471 - 2474 (2007/10/02)
Alkyl vinyl ketones and divinyl ketones are synthesized from carbonyl compounds and 1-chloro-3-phenylthiopropyl phenyl sulfoxide as a three-carbon homologating agent in good overall yileds.
A NEW ELONGATION REACTION OF THREE CARBON UNITS
Murai, Akio,Abiko, Atsushi,Shimada, Naoki,Masamune, Tadashi
, p. 4951 - 4954 (2007/10/02)
A new modification of Peterson reaction leading to elongation of three carbon units by treatment of aldehydes with titanium ate complex, prepared from 1-lithio-1-(1-alkoxy)allyltrimethylsilane and titanium(IV) isopropoxide, is described.
