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Chemical Compound Review

Diethylzinc     zinc ethane

Synonyms: Diethylzink, Zincdiethyl, Zinkdiethyl, DEZn, DIETHYL ZINC, ...
 
 
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High impact information on HSDB 929

  • Experimental studies on the modification of (1R,2S)-1,2-diphenyl-2-aminoethanol, which is used to promote the alkylation of N-diphenylphosphinoyl benzalimine with diethylzinc, revealed that N-monosubstituted amino alcohols exhibited higher enantioselectivities than their N,N-disubstituted counterparts and imino alcohols [1].
  • Diastereoselective cobalt-catalyzed reductive aldol cyclizations using diethylzinc as the stoichiometric reductant [2].
  • [reaction: see text] Cobalt catalysis enables a new method for the generation of zinc enolates using diethylzinc to reduce alpha,beta-unsaturated amides [2].
  • [reaction: see text] In the presence of a stoichiometric or catalytic amount of diethylzinc, a beta-aminocrotonamide undergoes sequential addition/isomerization reactions with 1-alkyne to produce, upon hydrolysis, an alpha-alkylidene beta-dicarbonyl compound in a highly stereoselective manner [3].
  • A single nanocrystal is grown in each nanodroplet, thus allowing good control of particle size by manipulation of the initial diethylzinc concentration in the heptane [4].
 

Associations of HSDB 929 with other chemical compounds

  • In addition, the reaction of dimesitylborinic acid, Mes(2)BOH, with diethylzinc produced the low-valent zinc compound [(mu-Mes(2)BO)ZnEt](2) (2), which was also characterized by X-ray diffraction [5].
  • The addition of diethylzinc to aromatic aldehydes is considerably accelerated by the presence of a catalytic amount of crystalline to give, after hydrolysis, the corresponding 1-phenylpropanol in good enantiomeric purity, as determined by CD-HPLC analysis as HTPS (high-throughput screening) [6].

References

  1. Modification of (1R,2S)-1,2-diphenyl-2-aminoethanol for the highly enantioselective, asymmetric alkylation of N-diphenylphosphinoyl arylimines with dialkylzinc. Zhang, H.L., Jiang, F., Zhang, X.M., Cui, X., Gong, L.Z., Mi, A.Q., Jiang, Y.Z., Wu, Y.D. Chemistry (Weinheim an der Bergstrasse, Germany) (2004) [Pubmed]
  2. Diastereoselective cobalt-catalyzed reductive aldol cyclizations using diethylzinc as the stoichiometric reductant. Lam, H.W., Joensuu, P.M., Murray, G.J., Fordyce, E.A., Prieto, O., Luebbers, T. Org. Lett. (2006) [Pubmed]
  3. Stereoselective synthesis of tetra-substituted olefins via addition of zinc enolates to unactivated alkynes. Nakamura, M., Fujimoto, T., Endo, K., Nakamura, E. Org. Lett. (2004) [Pubmed]
  4. Synthesis and size control of luminescent ZnSe nanocrystals by a microemulsion-gas contacting technique. Karanikolos, G.N., Alexandridis, P., Itskos, G., Petrou, A., Mountziaris, T.J. Langmuir : the ACS journal of surfaces and colloids. (2004) [Pubmed]
  5. Reactions of hydroxymesitylboranes with metal alkyls: an approach to new sterically hindered (metaloxy)mesitylboranes. Anulewicz-Ostrowska, R., Luliński, S., Pindelska, E., Serwatowski, J. Inorganic chemistry. (2002) [Pubmed]
  6. Chiral aminonaphthol-catalyzed enantioselective carbonyl addition of diethylzinc to aromatic aldehydes high-throughput screened by CD-HPLC analysis. Xu, L., Shen, X., Zhang, C., Mikami, K. Chirality. (2005) [Pubmed]
 
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