- Palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones for the synthesis oftranscycloalkanols through dynamic kinetic resolution under acidic conditions
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The first efficient palladium-catalyzed asymmetric hydrogenation of 2-aryl cyclic ketones has been described through dynamic kinetic resolution under acidic conditions, providing a facile access to chiraltranscycloalkanol derivatives with excellent enantioselectivities.
- Li, Xiang,Zhao, Zi-Biao,Chen, Mu-Wang,Wu, Bo,Wang, Han,Yu, Chang-Bin,Zhou, Yong-Gui
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supporting information
p. 5815 - 5818
(2020/06/03)
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- Asymmetric Induction via a Helically Chiral Anion: Enantioselective Pentacarboxycyclopentadiene Br?nsted Acid-Catalyzed Inverse-Electron-Demand Diels-Alder Cycloaddition of Oxocarbenium Ions
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An enantioselective catalytic inverse-electron-demand Diels-Alder reaction of salicylaldehyde acetal-derived oxocarbenium ions and vinyl ethers to generate 2,4-dioxychromanes is described. Chiral pentacarboxycyclopentadiene (PCCP) acids are found to be effective for a variety of substrates. Computational and X-ray crystallographic analyses support the unique hypothesis that an anion with point-chirality-induced helical chirality dictates the absolute sense of stereochemistry in this reaction.
- Gheewala, Chirag D.,Hirschi, Jennifer S.,Lee, Wai-Hang,Paley, Daniel W.,Vetticatt, Mathew J.,Lambert, Tristan H.
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supporting information
p. 3523 - 3527
(2018/03/21)
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- Copper(II)-catalyzed meta-selective direct arylation of α-aryl carbonyl compounds
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Strong competition: A method for the meta-selective arylation of the highly versatile α-aryl carbonyl motif using diaryliodonium salts is described. In this CuII-catalyzed process the remote carbonyl group is capable of overpowering even strongly para-directing functionalities to form the elusive meta-products (see scheme). Remarkably, the arylation process can also operate under metal-free conditions.
- Duong, Hung A.,Gilligan, Ruth E.,Cooke, Michael L.,Phipps, Robert J.,Gaunt, Matthew J.
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supporting information; experimental part
p. 463 - 466
(2011/03/16)
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- Tin(IV) chloride-chiral pyrogallol derivatives as new Lewis acid-assisted chiral Bronsted acids for enantioselective polyene cyclization
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(Matrix Presented) New Lewis acid-assisted Bronsted acids (LBAs), tin(IV) chloride-2,6-dialkoxyphenols, serve as artificial cyclases for biomimetic polyene cyclization. For example, the enantioselective cyclization of 4-(homogeranyl)toluene using tin(IV) chloride-2,6-di[(1′R,2′R)- trans-2′-(3″,5″-xylyl)cyclohexanoxy]-phenol gave a trans-fused tricyclic compound with 85% ee.
- Kumazawa, Keiko,Ishihara, Kazuaki,Yamamoto, Hisashi
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p. 2551 - 2554
(2007/10/03)
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- Enzymatic resolution of trans-2-arylcyclohexan-1-ols using crude chicken liver esterase (CCLE) as biocatalyst
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Homochiral trans-2-arylcyclohexan-1-ols were synthesized via crude chicken liver esterase (CCLE) mediated enantioselective hydrolysis of the corresponding racemic acetates.
- Basavaiah,Rao
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p. 223 - 234
(2007/10/02)
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