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%.
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
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 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
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
Chiral Quaternary Ammonium Salts as Solid State Catalysts for the Enantioselective Addition of Diethylzinc to Aldehydes
Soai, Kenso,Watanabe, Masami
, p. 43 - 44 (1990)
(1S,2R)-N-Benzyl-N-methylephedrinium halides in the solid state revealed much higher enantioselectivities than those in solution during the enantioselective addition of diethylzinc to aldehydes.
2-Amino-substituted 1-sulfinylferrocenes as chiral ligands in the addition of diethylzinc to aromatic aldehydes
Priego, Julian,Garcia Mancheno, Olga,Cabrera, Silvia,Carretero, Juan Carlos
, p. 1346 - 1353 (2002)
A simple and modulable access to a structural variety of enantiopure amino-substituted ferrocenyl sulfoxides and their use as chiral catalysts in the asymmetric addition of diethylzinc to aromatic aldehydes is described. Moderate to high enantioselectivit
The use of achiral ligands to convey asymmetry: Chiral environment amplification [1]
Balsells, Jaume,Walsh, Patrick J.
, p. 1802 - 1803 (2000)
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Linear β-amino alcohol catalyst anchored on functionalized magnetite nanoparticles for enantioselective addition of dialkylzinc to aromatic aldehydes
Ciprioti, Stefano Vecchio,De Angelis, Martina,Di Pietro, Federica,Iannoni, Marika,Pilloni, Luciano,Primitivo, Ludovica,Ricelli, Alessandra,Righi, Francesco,Righi, Giuliana,Sappino, Carla,Suber, Lorenza
, p. 29688 - 29695 (2020/10/26)
A linear β-amino alcohol ligand, previously found to be a very efficient catalyst for enantioselective addition of dialkylzinc to aromatic aldehydes, has been anchored on differently functionalized superparamagnetic core-shell magnetite-silica nanoparticles (1a and 1b). Its catalytic activity in the addition of dialkylzinc to aldehydes has been evaluated, leading to promising results, especially in the case of 1b for which the recovery by simple magnetic decantation and reuse was successfully verified. This journal is
Binaphthyl-based chiral ligands: Design, synthesis and evaluation of their performance in enantioselective addition of diethylzinc to aromatic aldehydes
Yao, Chao,Wu, Piao,Huang, Yue,Chen, Yaoqi,Li, Lin,Li, Yue-Ming
supporting information, p. 9712 - 9725 (2020/12/28)
The design strategy and the performance of binaphthyl-based chiral ligands were evaluated with computation and enantioselective addition of diethylzinc to aromatic aldehydes. Under optimized conditions, enantioselective addition of diethylzinc to aromatic aldehydes provided the desired optically active secondary alcohols in high isolated yields (up to 91%) and excellent enantiomeric excesses (up to 98% ee).
