Diethylzinc

Diethylzinc Structure
Diethylzinc structure
Common Name Diethylzinc
CAS Number 557-20-0 Molecular Weight 123.531
Density 1.205 g/mL at 25 °C(lit.) Boiling Point 98 °C
Molecular Formula C4H10Zn Melting Point −28 °C(lit.)
MSDS Chinese USA Flash Point 45 °F
Symbol GHS02 GHS05 GHS09
GHS02, GHS05, GHS09
Signal Word Danger

Copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines derived from alpha-aminoacids. Enantioselective synthesis of gamma-substituted alpha-dehydroaminoesters.

Org. Lett. 8 , 5405, (2006)

[Structure: see text] A highly enantioselective synthesis of alpha-dehydroaminoacids with a stereogenic center in the gamma position through copper-catalyzed asymmetric conjugate addition of diethylzinc to alpha,beta-unsaturated imines using a TADDOL-derived ...

(R)-(+)-Binol-functionalized mesoporous organosilica as a highly efficient pre-chiral catalyst for asymmetric catalysis.

Chem. Asian J. 5(5) , 1232-9, (2010)

(R)-(+)-Binol-functionalized chiral periodic mesoporous organosilicas (PMOs) with different framework compositions were successfully synthesized by cocondensation of (R)-2,2'-di(methoxymethyl)oxy-6,6'-di(1-propyltrimethoxysilyl)-1,1'-binaphthyl (BSBinol) with...

Highly enantioselective addition of terminal alkynes to aldehydes catalyzed by a new chiral beta-sulfonamide alcohol/Ti(OiPr)4/Et2Zn/R3N catalyst system.

Chirality 21(2) , 316-23, (2009)

A new catalytic system, generated from the readily available and inexpensive beta-sulfonamide alcohol L*, Ti(O(i)Pr)(4), Et(2)Zn, and tertiary amine base (R(3)N), effectively catalyzes the enantioselective addition of various terminal alkynes including some q...

Enantioselective Reformatsky reaction of ethyl iododifluoroacetate with ketones.

Org. Biomol. Chem. 10(16) , 3332-42, (2012)

Two approaches have been developed for the enantioselective Reformatsky reaction of ethyl iododifluoroacetate with ketones to form a quaternary carbon centre using (1R,2S)-1-phenyl-2-(1-pyrrolidinyl)-1-propanol as the chiral ligand. Good yields and high enant...

Efficient chirality switching in the addition of diethylzinc to aldehydes in the presence of simple chiral alpha-amino amides.

Angew. Chem. Int. Ed. Engl. 46(47) , 9002-5, (2007)

Diastereoselective nickel-catalyzed reductive aldol cyclizations using diethylzinc as the stoichiometric reductant: scope and mechanistic insight.

J. Am. Chem. Soc. 130(23) , 7328-38, (2008)

In the presence of diethylzinc as a stoichiometric reductant, Ni(acac) 2 functions as an efficient precatalyst for the reductive aldol cyclization of alpha,beta-unsaturated carbonyl compounds tethered to a ketone electrophile through an amide or an ester link...

Chiral aminonaphthol-catalyzed enantioselective carbonyl addition of diethylzinc to aromatic aldehydes high-throughput screened by CD-HPLC analysis.

Chirality 17(8) , 476-80, (2005)

Optically active aminonaphthols derivatives are obtained by condensation of 2-naphthol, substituted benzaldehyde, and (S)-methylbenzylamine under mild conditions, without side products. Their absolute configurations are determined by X-ray crystallographic an...

Syntheses of novel chiral sulfinamido ligands and their applications in diethylzinc additions to aldehydes.

J. Org. Chem. 72(4) , 1373-8, (2007)

A novel class of sulfinamido alcohol ligands 1-6 was synthesized from (S)-tert-butanesulfinamide. These ligands showed excellent catalytic activities and enantiomeric selectivities in asymmetric additions of diethylzinc to aromatic aldehydes.

Highly efficient asymmetric additions of diethylzinc to aldehydes triply activated by chiral phosphoramide-Zn(II) complexes derived from cinchona alkaloids.

Chirality 25(9) , 561-6, (2013)

New chiral phosphoramide ligands derived from cinchona alkaloids were developed, which react with diethylzinc to form chiral phosphoramide-Zn(II) complexes containing two Lewis bases and one Lewis acid. These trifunctional complexes can serve as highly effici...

Stereoselective formation of a functionalized dipeptide isostere by zinc carbenoid-mediated chain extension.

J. Org. Chem. 74(2) , 645-51, (2009)

The application of a zinc carbenoid-mediated chain-extension reaction to a functionalized peptide isostere is reported. The cleavage site of human CVM protease was utilized as a target for testing the synthetic methodology. The utility of this chain-extension...