128812-07-7Relevant academic research and scientific papers
Catalytic asymmetric addition of terminal alkynes to aldehydes mediated by (1R,2R)-2-(dimethylamino)-1,2-diphenylethanol
Yamashita, Mitsuaki,Yamada, Ken-Ichi,Tomioka, Kiyoshi
, p. 1649 - 1652 (2005)
Catalytic asymmetric alkynylation of aldehydes with terminal alkynes was catalyzed by zinc triflate and (1R,2R)-2-(dimethylamino)-1,2-diphenylethanol in toluene to give the corresponding alcohols with high enantiomeric excess up to 98% in good yields.
Greatly enhanced enantioselectivity by an apparently remote steric effect in the 1,1′-binaphthyl-catalyzed alkynylzinc addition to aldehydes
Moore, David,Huang, Wei-Sheng,Xu, Ming-Hua,Pu, Lin
, p. 8831 - 8834 (2002)
An unusual steric effect in the binaphthyl-catalyzed asymmetric alkynylzinc addition to aldehydes is observed. Increasing the steric bulkiness at the para-position of the 3,3′-anisyl groups of the 1,1′-binaphthyl ligands, though apparently remote from the
Enantioselective alkynylation of aromatic aldehydes catalyzed by new chiral oxazolidine ligands
Kang, Yong-Feng,Wang, Rui,Liu, Lei,Da, Chao-Shan,Yan, Wen-Jin,Xu, Zhao-Qing
, p. 863 - 865 (2005)
New chiral oxazolidines were conveniently synthesized from natural amino acids in three simple steps with good yields. The use of chiral oxazolidine ligands for the enantioselective alkynylation of aldehydes provides a simple, practical and inexpensive me
Enantioselective phenylacetylene addition to aldehydes induced by Cinchona alkaloids
Kamble, Rajesh M.,Singh, Vinod K.
, p. 5347 - 5349 (2003)
Enantioselective addition of phenylacetylene to various aldehydes was studied in the presence of inexpensive and commercially available Cinchona alkaloids. A maximum of 85% ee was obtained using cinchonidine in the presence of Ti(OiPr)4/s
Enantioselective alkynylation of aldehydes catalyzed by [2.2]paracyclophane-based ligands
Dahmen, Stefan
, p. 2113 - 2116 (2004)
[2.2]Paracyclophane-based ketimine ligands were evaluated as catalysts for the enantioselective addition of in situ-prepared alkynylzinc reagents to aldehydes. The initial high activity and enantioselectivity of these ligands could be improved by an addit
Facile and practical enantioselective synthesis of propargylic alcohols by direct addition of alkynes to aldehydes catalyzed by chiral disulfide-oxazolidine ligands
Braga, Antonio L.,Appelt, Helmoz R.,Silveira, Claudio C.,Wessjohann, Ludger A.,Schneider, Paulo H.
, p. 10413 - 10416 (2002)
The enantioselective alkynylation reaction of aldehydes with alkynes and diethylzinc, catalyzed by chiral disulfide-oxazolidine ligands, provides a simple, practical and inexpensive method to access chiral propargylic alcohols in good yields and satisfact
Asymmetric addition of phenylacetylene to aldehydes catalyzed by β-sulfonamide alcohol-titanium complex
Xu, Zhaoqing,Lin, Li,Xu, Jiangke,Yan, Wenjin,Wang, Rui
, p. 506 - 514 (2006)
A series of β-sulfonamide alcohol ligands were synthesized from L-phenylalanine. Titanium complexes of these compounds were used to catalyze the asymmetric addition of phenylacetylene to a number of aldehydes. When the conditions were optimized, 20 mol % of ligand 8a catalyzed the reaction with high enantioselectivity (up to 98% ee) and good yield (up to 92%). When a small amount of MeOH was added to the reaction as a modifier, as little as 5 mol % of ligand was required to efficiently catalyze the reaction under very mild conditions, resulting in an ee of up to 99% and good yield.
Asymmetric C-C bond formation with L-prolinol derived chiral catalysts immobilized on polymer fibers
Degni, Sylvestre,Wilen, Carl-Eric,Leino, Reko
, p. 231 - 237 (2004)
N-(4-Vinylbenzyl)-α,α-diphenyl-L-prolinol was immobilized on polyethylene fibers by electron beam induced pre-irradiation grafting using styrene as a co-monomer. The resulting polymer supported catalyst P2 was utilized in asymmetric C-C bond forming react
Enantioselective alkynylation of aromatic aldehydes catalyzed by readily available chiral amino alcohol-based ligands
Li, Zhen,Upadhyay, Veena,DeCamp, Ann E.,DiMichele, Lisa,Reider, Paul J.
, p. 1453 - 1458 (1999)
The asymmetric alkynylation reaction catalyzed by amino alcohol derived ligands (1R,2S)-3 or (1S,2R)-4 with dimethylzinc provides a simple and practical method to make chiral propargylic alcohols, and it is complementary to the asymmetric reduction method
Asymmetric alkyne addition to aldehydes catalyzed by Schiff bases made from 1,1′-bi-2-naphthol and chiral benzylic amines
Chen, Cen,Huang, Qingfei,Zou, Sheng,Wang, Lei,Luan, Bao,Zhu, Jin,Wang, Qiwei,Pu, Lin
, p. 199 - 201 (2014)
Several 1,1′-bi-2-naphthol (BINOL)-based Schiff bases were prepared from the condensation of (R)-3,3′-diformyl BINOL with chiral benzylic amine derivatives. These compounds were used to catalyze the reaction of phenylacetylene with aldehydes in the presence of ZnEt2 with up to 85% ee and 83% yield.
