112777-65-8Relevant articles and documents
Enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by 14-hydroxylsubstituted morphinans
Dabiri, Minoo,Salehi, Peyman,Kozehgary, Gholamreza,Heydari, Seddigheh,Heydari, Akbar,Esfandyari, Maryam
, p. 1970 - 1972 (2008)
Enantioselective addition reactions of diethylzinc to aromatic aldehydes were performed with catalytic amounts of 14-hydroxylsubstituted morphine alkaloids. The reaction conditions such as catalyst loading, time and temperature were optimized to obtain the highest enantiomeric excess. Optically active secondary alcohols were synthesized with ee up to 95%.
Novel chiral multidentate P3N4-type ligand for asymmetric transfer hydrogenation of aromatic ketones
Tao, Meng,Wu, Fang,Li, Teng,Li, Yan-Yun,Gao, Jing-Xing
, p. 97 - 100 (2017)
Novel chiral multidentate P3N4-type ligand has been synthesized and characterized by NMR and HRMS. Using i-PrOH as solvent and hydrogen source, asymmetric transfer hydrogenation of various ketones was investigated. The catalyst generated in situ from chiral multidentate aminophosphine ligand (R,R,R,R)-3 and IrCl(CO)(PPh3)2exhibited highly catalytic activity and excellent enantioselectivity under mild conditions, achieving the corresponding chiral alcohols with up to 99% yield and 99% ee.
Chiral porous TADDOL-embedded organic polymers for asymmetric diethylzinc addition to aldehydes
Wang, Xiuren,Zhang, Jie,Liu, Yan,Cui, Yong
, p. 435 - 440 (2014)
Two chiral porous organic polymers (CPOPs) were synthesized by linking a TADDOL-embedded building block with arylethynylenes units. The CPOPs are highly stable to thermal treatment, moisture, acidity, and basicity. The dihydroxy groups of TADDOL inside th
Effect of spacers on the activity of soluble polymer supported catalysts for the asymmetric addition of diethylzinc to aldehydes
Anyanwu, Uche K.,Venkataraman
, p. 6445 - 6448 (2003)
A chiral Zn(II)-salen complex tethered with poly(ethylene glycol) (PEG) was synthesized. This soluble polymer-supported complex was found to catalyze the asymmetric addition of diethylzinc to a series of aromatic aldehydes in good yields and with good ena
The first chiral organometallic triangle for asymmetric catalysis
Lee, Suk Joong,Hu, Aiguo,Lin, Wenbin
, p. 12948 - 12949 (2002)
A family of chiral organometallic triangles based on cis-Pt(PEt3)2 metallocorners and enantiopure atropisomeric bis(alkynyl) bridging ligands (L1-4) has been synthesized and characterized by 1H, 13C{
Enantioselective addition of diethylzinc to aldehydes catalyzed by γ-amino alcohols derived from (+)- and (-)-α-pinene
Szakonyi, Zsolt,Balazs, Arpad,Martinek, Tamas A.,Fueloep, Ferenc
, p. 199 - 204 (2006)
Primary, secondary and tertiary γ-amino alcohols 4, 5, 7 and 9 and 1,3-diamine 6 were synthesized from (+)- and (-)-α-pinene 1 via chiral N-Boc β-amino ester 3a and carboxamide 3b. The amino alcohols and diamine obtained were applied as chiral catalysts in the enantioselective addition of diethylzinc to aromatic aldehydes, resulting in chiral 1-aryl-1-propanols. The first evidence of the substituent-dependent enantioselectivity of 1,3-amino alcohol catalysts was observed, and the phenomenon interpreted by using molecular modelling at the ab initio level.
ENANTIOSELECTIVE ADDITION OF DIETHYLZINC TO BENZALDEHYDE IN THE PRESENCE OF EPHEDRINE DERIVATIVES
Chaloner, Penny A.,Perera, Renuka S. A.
, p. 3013 - 3014 (1987)
Diethylzinc reacts with benzaldehyde derivatives to yield 1-aryl-1-propanols.In the presence of ephedrine and its derivatives an optical yield of up to 80 percent is obtained for reaction at room temperature without special precautions.
Enantioselective addition of diethylzinc to aldehydes using 1,4-aminoalcohols as chiral ligands
Scarpi, Dina,Lo Galbo, Fabrizio,Occhiato, Ernesto G.,Guarna, Antonio
, p. 1319 - 1324 (2004)
Conformationally constrained, optically active 1,4-aminoalcohols have been used as chiral ligands in the addition of diethylzinc to aromatic aldehydes. The enantioselectivity was strongly influenced by the N-alkyl group: the best results were achieved wit
Asymmetric transfer hydrogenation of secondary allylic alcohols
Shoola, Christopher O.,DelMastro, Thomas,Wu, Ruoqiu,Sowa, John R.
, p. 1670 - 1673 (2015)
Racemic secondary allylic alcohols were transformed into optically active secondary alcohols by a combined Rucatalyzed isomerization/asymmetric transfer-hydrogenation reaction. The catalyst was generated in situ in isopropyl alcohol from di-μ-chlorobis[(p-cymene)chlororuthenium(II)], the chiral ligand (1S,2S)-N-(p-tolylsulfonyl)-1,2-diphenylethylenediamine, and K2CO3, and the products were afforded in yields up to 97% with up to 93% enantiomeric excess without the use of hydrogen gas. A Hammett study revealed that the reaction rate was enhanced with electronwithdrawing aryl substituents. The reaction supports the recent work published by Adolfsson et al. as new methodology for the synthesis of chiral compounds from allylic alcohols.
Enantioselective addition of diethylzinc to aromatic aldehydes catalyzed by titanium-5,5',6,6',7,7',8,8'-octahydro-1,1-bi-2-naphthol complex
Zhang, Fu-Yao,Chan, Albert S. C.
, p. 3651 - 3655 (1997)
The use of Ti(H8-BINOL=5,5',6,6',7,7',8,8'-octahydro-1,1'-bi-2- naphthol) as a catalyst for the diethylzinc addition to aldehydes has been studied, and high e.e.s (up to 98.5%) were obtained for the chiral alcohol products. The results were sig
