91671-23-7Relevant academic research and scientific papers
Reformatsky reaction of α-chloroesters with carbonyl compounds with commercially available zinc
Chavan, Subhash P.,Shivasankar,Sivappa
, p. 406 - 407 (2007/10/03)
The condensation of α-chloroesters with aliphatic as well as aromatic ketones with commercially available zinc without any external metal additives is described.
A Barbier allylation and a Reformatsky reaction of carbonyl compounds mediated by indium(I) iodide
Araki, Shuki,Ito, Hirokazu,Katsumura, Nobuhito,Butsugan, Yasuo
, p. 291 - 296 (2007/10/02)
Indium(I) iodide was found to mediate in the Barbier allylation and in the Reformatsky reaction of aldehydes and ketones to give homoallylic alcohols and β-hydroxy esters, respectively, presumably via allylindium(III) diiodide.
Carbon-Carbon Bond-Forming Reactions Using Cerium Metal or Organocerium(III) Reagents
Imamoto, Tsuneo,Kusumoto, Tetsuo,Tawarayama, Yoshinori,Sugiura, Yasushi,Mita, Takeshi,et al.
, p. 3904 - 3912 (2007/10/02)
Carbon-carbon bond-forming reactions using cerium metal or organocerium(III) reagents have been investigated.Cerium amalgam is an effective reagent for the chemoselective preparation of homoallylic alcohols from allyl halides and carbonyl compounds.These same reagent can also be satisfactorily employed for the Reformatsky-type reaction of α-halo esters with carbonyl compounds.It has been shown that organocerium(III) reagents are conveniently generated by the reaction of organolithiums with cerium(III)iodide or cerium(III)chloride.The reagents are less basic thanorganolithiums or Grignard reagents, and they react cleanly at -78 to -65 deg C with various carbonyl compounds to afford the addition products in high yields, even though the substrates are susceptible to enolization or metal-halogen exchange with simple organolithiums.The same reagents react also with α,β-unsaturated compounds to yield 1,2-addition products in high selectivity.
Studies in Decarboxylation. Part 16. Steric Inhibition of Resonance in a 1,5-Sigmatropic Reaction
al-Borno, Amal,Bigley, David B.
, p. 1311 - 1312 (2007/10/02)
The rates of gas-phase decarboxylation of some 3-phenyl-substituted but-3-enoic acids are best rationalized in terms of steric inhibition of resonance in the more sterically crowded members.
