1565-74-8Relevant articles and documents
ASYMMETRIC INDUCTION CATALYZED BY CONJUGATE BASES OF CHIRAL PROTON ACIDS AS LIGANDS: ENANTIOSELECTIVE ADDITION OF DIALKYLZINC-ORTHOTITANATE COMPLEX TO BENZALDEHYDE WITH CATALYTIC ABILITY OF A REMARKABLE HIGH ORDER
Yoshioka, Masato,Kawakita, Takashi,Ohno, Masaji
, p. 1657 - 1660 (1989)
The addition of diethylzinc-orthotitanate complex to benzaldehyde catalyzed by 0.0001-0.04 equiv of chiral sulfonamide-titanate complex in toluene at 0- -30 deg C gives optically active 1-phenylpropanol in both high ee and chemical yields.NMR study suggests alkyltitanium is generated from diethylzinc and the titanate in situ.
Chiral ligands derived from Abrine. 3. Asymmetric Pictet-Spengler reaction of Abrine methyl ester and synthesis of chiral 1,2,3,4-tetrahydro-β-carbolines as promoters in addition of diethylzinc toward aromatic aldehydes
Dai, Wei-Min,Zhu, Hua Jie,Hao, Xiao-Jiang
, p. 5971 - 5974 (1996)
Asymmetric Pictet-Spengler reaction of a number of aldehydes with Abrine methyl ester (1) was performed at room temperature to furnish mainly 3 and high ee was obtained in enantioselective addition of Et2Zn with PhCHO catalyzed by chiral 1,2,3,
Asymmetric Reduction of Aromatic Ketones with Reagents Prepared from NaBH4 and ZnCl2 in the Presence of 1,2 : 5,6-Di-O-isopropylidene-α-D-glucofuranose
Hirao, Akira,Ohwa, Masaki,Itsuno, Shinichi,Mochizuki, Hidenori,Nakahara, Seiichi,Yamazaki, Noboru
, p. 1424 - 1428 (1981)
Asymmetric reduction of prochiral ketones using a freshly prepared complex derived from NaBH4, 1/3 equiv of ZnCl2, and 1,2:5,6-di-O-isopropylidene-α-D-glucopyranose (1) gives an excess of the corresponding (S)-alcohols in substantial optical yields (28-69
Unexpected efficiency of non-C2-symmetric bis(hydroxyamide)- based zinc-chelate catalysts
Sanchez-Carnerero, Esther M. Marquez,De Las Casas Engel, Tomas,Lora Maroto, Beatriz,De La Moya Cerero, Santiago
, p. 523 - 526 (2011)
Asymmetric bis(hydroxyamide)-based zinc-chelate catalysts are able to promote the enantioselective addition of diethylzinc to benzaldehyde in the absence of titanium with yields and ees comparable, or inclusively superior, to their C2-symmetric
Catalytic enantioselective alkylation of benzaldehyde with diethylzinc using chiral nonracemic (thio)-phosphoramidates
Hulst, Ron,Heres, Hero,Fitzpatrick, Kevin,Peper, Nathalie C.M.W.,Kellogg, Richard M.
, p. 2755 - 2760 (1996)
Two chiral nonracemic γ-amino alcohols, ephedrine thiol and the corresponding (thio)-phosphoramidates have been examined as catalysts for the enantioselective alkylation of benzaldehyde by diethylzinc. Addition of titanium tetraisopropoxide increases the
Highly efficient chiral polydentate sulfinyl ligands/catalysts containing prolinol moiety
Chrzanowski, Jacek,Rachwalski, Michal,Pieczonka, Adam M.,Leniak, Stanislaw,Drabowicz, Jzef,Kielbasiski, Piotr
, p. 2649 - 2655 (2016)
New polydentate chiral ligands, containing the hydroxyl group, stereogenic sulfinyl group and enantiomeric prolinol moieties were synthesized and proved very efficient catalysts in the asymmetric diethylzinc addition to benzaldehyde, the asymmetric aldol
Stereoselective Synthesis of (η6-Arene)chromium Complexes Possessing Chiral Amine and Hydroxy Groups: Chiral Ligands in Asymmetric Synthesis
Uemura, Motokazu,Miyake, Ryuta,Shiro, Motoo,Hayashi, Yuji
, p. 4569 - 4572 (1991)
Stereoisomeric optically active (η6-di-substituted arene)chromium complexes possessing amino and hydroxyl groups at the both benzylic positions have been synthesized with high selectivity.These chiral (arene)chromium complexes catalyze an asymm
Stereoselective synthesis and use in catalytic asymmetric addition of diethylzinc to benzaldehyde of new chiral amino alcohol complexes: Influence of the chromium complexation on the enantioselectivity
Malfait,Pelinski,Brocard
, p. 653 - 656 (1996)
The optically active amino alcohol (arene)chromium (+)-(S,1S)-3-6 complexes were synthesized from enantiomerically pure indanone complex. As well as their uncomplexed counterparts, they have been used as chiral catalysts in the asymmetric addition of diet
Synthesis and application of new (threo)- and (erythro)-amino alcohols based on the octahydro-cyclopenta[b]pyrrole system in the catalytic enantioselective addition of diethylzinc to benzaldehyde
Wilken, Joerg,Groeger, Harald,Kossenjans, Michael,Martens, Juergen
, p. 2761 - 2771 (1997)
Asymmetric catalytic ethylation of benzaldehyde utilizing a series of new, artificial β-amino alcohols based on the octahydro-cyclopenta[b]pyrrole system is presented. A systematic investigation on the inductive correlation of up to four catalyst-internal
Bis(ethylsulfonamide)amines via nucleophilic ring-opening ofchiral aziridines. Application to Ti-mediated addition of diethylzinc to benzaldehyde
Cernerud, Magnus,Skrinning, Anna,Bergere, Isabelle,Moberg, Christina
, p. 3437 - 3441 (1997)
Homochiral bis(N-trifiyl-2-alkyl-2-aminoethyl)amines, obtained from N- trifiyl-2-alkylaziridines via reaction with benzylamine, catalyze the titanium-mediated addition of diethylzinc to benzaidehyde to yield 1 - phenylpropanol in up to 78% ee in the prese
