- Hydrogen Bonding Phase-Transfer Catalysis with Potassium Fluoride: Enantioselective Synthesis of β-Fluoroamines
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Potassium fluoride (KF) is an ideal reagent for fluorination because it is safe, easy to handle and low-cost. However, poor solubility in organic solvents coupled with limited strategies to control its reactivity has discouraged its use for asymmetric C-F
- Pupo, Gabriele,Vicini, Anna Chiara,Ascough, David M. H.,Ibba, Francesco,Christensen, Kirsten E.,Thompson, Amber L.,Brown, John M.,Paton, Robert S.,Gouverneur, Véronique
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supporting information
p. 2878 - 2883
(2019/02/14)
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- Easily accessible chiral amino-phosphinite ligands for highly enantioselective palladium-mediated allylic alkylation
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Palladium-catalyzed asymmetric allylic alkylation of 1,3-diphenyl-2-propenyl acetate with the dimethyl malonate-BSA-LiOAc system has been successfully carried out in the presence of easily prepared new chiral amino-phosphinite ligands such as 3b and 3c to
- Chen, Guoshu,Li, Xin,Zhang, Haile,Gong, Liuzhu,Mi, Aiqiao,Cui, Xin,Jiang, Yaozhong,Choi, Michael C.K.,Chan, Albert S.C.
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p. 809 - 813
(2007/10/03)
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- Synthesis and reactivities of enantiomerically pure β hydroxyalkyl and β-aminoalkyl ferrocenyl sulfides
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Enantiomerically pure β-hydroxyalkyl and β-aminoalkyl ferrocenyl sulfides have been synthesized in good yields from mercaptoferrocene and amino alcohol derivatives. Primary β-aminoalkyl sulfides allowed the synthesis of tetrahydro-1,4-thiazepines containing the ferrocene moiety with good diastereoselectivity and β-iminoalkyl sulfides. Some of these derivatives have successfully been employed as ligands for palladium-catalyzed allylic substitution, with asymmetric induction of up to 99% ee. ( Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002).
- Bernardi, Luca,Bonini, Bianca F.,Comes-Franchini, Mauro,Fochi, Mariafrancesca,Mazzanti, Germana,Ricci, Alfredo,Varchi, Greta
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p. 2776 - 2784
(2007/10/03)
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- Asymmetric synthesis XVII. New chiral catalysts for the stereocontrolled addition of benzaldehyde by diethylzinc
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Enantioselective addition of benzaldehyde with diethylzinc catalyzed by a few classes of new chiral ligands (3a-3h) and their structural relations are disclosed herein. The stereocontrolled syntheses of both (S)- and (R)-1-phenyl-1-propanol are achieved i
- Li,Jiang,Mi
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p. 1467 - 1474
(2007/10/02)
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- Optical Resolution of 2-Amino-1,2-diphenylethanol by Preferential Crystallization and Its Utilization in Fractional Crystallization and Enantioselective Reduction of Prochiral Ketones
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(-/+)-erythro-2-Amino-1,2-diphenylethanol prepared from benzoin oxime by catalytic reduction was successfully resolved into pair of optically active forms by preferential crystallization.The optically active amino alcohol was found to be useful as a basic resolving agent for optical resolution of tartaric acid, trans-2,3-oxiranedicarboxylic acid, 2-hydroxy-2-phenylpropionic acid, and 3-endo-benzamido-5-norbornene-2-endo-carboxylic acid.Chiral hydrides prepared from lithium aluminium hydride and optical active threo- and erythro-2-amino-1,2-diphenylethanol derivatives were applied to the enantioface differentiating reduction of prochiral ketones to give the corresponding optically active alcohols in the 26-72percent optical purities.
- Saigo, Kazuhiko,Ogawa, Shigeo,Kikuchi, Shigetoshi,Kasahara, Atsushi,Nohira, Hiroyuki
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p. 1568 - 1573
(2007/10/02)
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