94327-56-7Relevant academic research and scientific papers
In- or In(I)-employed tailoring of the stereogenic centers in the Reformatsky-type reactions of simple ketones, a-alkoxy ketones, and β-keto esters
Babu, Srinivasarao Arulananda,Yasuda, Makoto,Shibata, Ikuya,Baba, Akio
, p. 10408 - 10419 (2005)
Comprehensive studies were carried out on efficient In- or In(I)-based diastereoselective Reformatsky-type reactions of simple ketones, α-alkoxy ketones, and β-keto esters. High anti selectivity was established in the addition of the branched α-halo ester
In- or In(I)-employed diastereoselective Reformatsky-type reactions with ketones: 1H NMR investigations on the active species
Babu, Srinivasarao Arulananda,Yasuda, Makoto,Shibata, Ikuya,Baba, Akio
, p. 4475 - 4478 (2007/10/03)
(Chemical equation presented) An efficient In- or In(I)-based stereoselective C-C bond formation is reported; the diastereoselective Reformatsky-type reactions of ketones. The predominant formations of anti isomers, confirmed by the X-ray structure analys
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.
