115651-76-8Relevant academic research and scientific papers
Chiral Synthesis via Organoboranes. 20. Conversion of Boronic Esters of Essentially 100percent Optical Purity to B-Alkyl-9-borabicyclononanes of Very High Optical Purity. Synthesis of Optically Active Homologated Esters, Nitriles, and Ketones
Brown, Herbert C.,Joshi, Navalkishore N.,Pyun, Chongsuh,Singaram, Bakthan
, p. 1754 - 1758 (1989)
2-Alkyl-1,3,2-dioxaborinanes, R*BO2(CH2)3, of essentially 100percent optical purity, prepared by the asymmetric hydroboration of readily available prochiral olefins with subsequent removal of the chiral auxiliary, can be transformed into lithiu
Application of ferrocenyl substituted aziridinylmethanols (FAM) as chiral ligands in enantioselective conjugate addition of diethylzinc to enones
Isleyen, Alper,Dogan, Oezdemir
, p. 679 - 684 (2007)
Easily available ferrocenyl substituted aziridinylmethanol FAM-4a complexes with nickel and catalyzes the enantioselective diethylzinc addition to various enones with enantiomeric excesses reaching 80%. The ligand can be recovered and used without losing its activity. The sense of induction was found to be dependent on the configuration of the aziridine ring.
Oxidative C-C bond cleavage of aldehydes via visible-light photoredox catalysis
Sun, Hongnan,Yang, Chao,Gao, Fei,Li, Zhe,Xia, Wujiong
supporting information, p. 624 - 627 (2013/04/23)
The visible-light mediated oxidative C-C bond cleavage of aldehydes has been achieved in good yields at ambient temperature and open to air using Ru(bpy)3Cl2 (bpy = 2,2′-bipyridine) as the photoredox catalyst. Moreover, we further demonstrated the application in a tandem Michael/oxidative C-C bond cleavage reaction.
Enantioselective conjugate addition of dialkylzincs to α,β- unsaturated enones catalyzed by Ni(acac)2 and (+)-(1S,2R)-7,7- dimethyl-1-morpholinoisonorborneol
Tseng, Chih-Hao,Hung, Yu-Ming,Uang, Biing-Jiun
experimental part, p. 130 - 135 (2012/05/20)
A mixture of chiral ligand 4 [(+)-MINBOL] and Ni(acac)2 (12.5 and 0.5 mol % respectively) is able to successfully catalyze the enantioselective conjugate 1,4-addition of dialkylzinc to α,β- unsaturated enones in propionitrile to give the corres
Enantioselective 1,4-conjugate addition of diethylzinc to (E)-alkenyl aryl ketones catalysed by Cu/DiPPAM complex
Magrez, Magaly,Wencel-Delord, Joanna,Crévisy, Christophe,Mauduit, Marc
experimental part, p. 3507 - 3511 (2012/06/15)
We report here the use of the DiPPAM-L1 ligand for copper-catalysed asymmetric conjugate addition (ACA) of diethylzinc to various (E)-alkenyl aryl ketones where the aryl ring is either a phenyl group substituted by nitro, chloro or methoxy groups or not s
METHOD OF ENANTIOSELECTIVE ADDITION TO ENONES
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Page/Page column 19; 22, (2011/11/30)
The present invention relates to a method of enantioselective addition to enones, including: reacting R3(CH2)pCH═CR5C(═O)Y(CH2)qR4 with R6ZnR7 in the presen
Construction of a new type of chiral bidentate NHC ligands: copper-catalyzed asymmetric conjugate alkylation
Uchida, Tatsuya,Katsuki, Tsutomu
experimental part, p. 4741 - 4743 (2011/04/22)
We synthesized in three steps simple chiral bidentate NHC compounds that carry an achiral coordinating group as N-substituent and revealed that they serve as efficient chiral auxiliaries for the copper-catalyzed asymmetric conjugate addition of dialkylzin
Steric tuning of silylacetylenes and chiral phosphine ligands for rhodium-catalyzed asymmetric conjugate alkynylation of enones
Nishimura, Takahiro,Guo, Xun-Xiang,Uchiyama, Nanase,Katoh, Taisuke,Hayashi, Tamio
, p. 1576 - 1577 (2008/09/17)
Rhodium-catalyzed asymmetric conjugate alkynylation of α,β-unsaturated ketones giving β-alkynylketones took place in high yields with high enantioselectivity. The reaction was realized by use of (triisopropylsilyl)acetylene combined with (R)-DTBM-segphos as a chiral phosphine ligand, where the sterically bulky substituents on the silicon and phosphorus atoms suppress the alkyne dimerization. Copyright
Rhodium-catalyzed asymmetric rearrangement of alkynyl alkenyl carbinols: Synthetic equivalent to asymmetric conjugate alkynylation of enones
Nishimura, Takahiro,Katoh, Taisuke,Takatsu, Keishi,Shintani, Ryo,Hayashi, Tamio
, p. 14158 - 14159 (2008/09/18)
Asymmetric 1,3-rearrangement of an alkynyl group of alkynyl alkenyl carbinols giving β-alkynylketones took place in high yields with high enantioselectivity in the presence of a hydroxyrhodium/(R)-binap catalyst. The present method including a key β-alkynyl elimination step in the catalytic cycle is synthetically equivalent to the asymmetric conjugate addition of terminal alkynes to β-substituted enones. Copyright
2-Amino-1-phenyl-1,3-propanediol Derivatives. New Ligands for Asymetric 1,4-Addition of Organozinc Reagents to Enones
Fujisawa, Tamotsu,Itoh, Satoru,Shimizu, Makoto
, p. 1777 - 1780 (2007/10/02)
In the presence of (1S,2S)-3-benzyloxy-2-morpholino-1-phenylpropanol derived readily from (1S,2S)-2-amino-1-phenyl-1,3-propanediol and nickel acetylacetonate, diethylzinc added to α,β-unsaturated ketones to give alkylated product in high optical purity (u
