- N-bromosuccinimide promoted synthesis of β-amino bromides under Appel reaction condition
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An efficient and facile method has been developed for the synthesis of chiral β-amino bromides from their corresponding alcohols under Appel reaction conditions. This approach allows for the deoxybromination of a variety of β-amino alcohols in excellent y
- Chinthaginjala, Srinivasulu,Alavandimat, Nanda H.,Umesha, Vathsala,Sureshbabu, Vommina V.
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supporting information
p. 2975 - 2983
(2021/08/27)
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- Highly Enantioselective Reactions of Cyclohexanone and β,γ-Unsaturated α-Keto Ester: The Tuning of Chemo-selectivities by Secondary and Primary Amine Catalysts
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A series of of amphiphilic imidazole based secondary and primary amine catalysts were synthesized and shown to be very effective with an acid cocatalyst for the asymmetric reaction of cyclohexanone to β,γ-unsaturated α-keto ester. Interestingly, primary a
- Wei, Jianwei,Guo, Wengang,Zhou, Xin,Du, Xin,Liu, Yan,Li, Can
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p. 985 - 990
(2016/02/18)
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- Diastereoselective control of intramolecular aza-Michael reactions using achiral catalysts
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An intramolecular aza-Michael reaction with a Cbz carbamate and an enone is reported to result in 3,5-disubstituted nitrogen-containing heterocycles. Either cis or trans isomers were obtained selectively using chiral substrates and an achiral Pd (II) comp
- Zhong, Cheng,Wang, Yikai,Hung, Alvin W.,Schreiber, Stuart L.,Young, Damian W.
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supporting information; experimental part
p. 5556 - 5559
(2011/12/05)
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- Optically active N- and C-terminal building blocks for the synthesis of peptidyl olefin peptidomimetics
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Peptidyl olefin peptidomimetics serve as biologically active compounds or as intermediates for other peptidyl isosteres. The N-terminal side of the C=C bond could be easily prepared in an optically pure form from α-amino acids. Synthesis of C-terminal building blocks in an optically pure form is more challenging. We developed a chemoenzymatic stereoselective approach to such optically active C-terminal building blocks to be assembled into peptidyl olefins by a variety of reactions. They include an electrophilic aldehyde and nucleophilic sulfone, phosphonium salt, phosphonate, and diselenide. Key enzymatic hydrolysis of prochiral diesters to the corresponding hydroxy esters introduces optical activity. The sequence of the subsequent chemical reactions, either protection- hydrolysis-functionalization or functionalization-hydrolysis- protection, determines the absolute stereochemistry of the final building blocks.
- Mirilashvili, Sima,Chasid-Rubinstein, Naama,Albeck, Amnon
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scheme or table
p. 4671 - 4686
(2010/10/19)
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- Synthesis of 2,6-disubstituted piperazines by a diastereoselective palladium-catalyzed hydroamination reaction
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(Chemical Equation Presented) A highly diastereoselective intramolecular hydroamination is the key step in a modular synthesis of 2,6-disubstituted piperazines. The requisite hydroamination substrates were prepared in excellent yields by nucleophilic disp
- Cochran, Brian M.,Michael, Forrest E.
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p. 329 - 332
(2008/09/19)
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- Stereoselective synthesis of 1,3-substituted tetrahydroisoquinolines through palladium-catalyzed three-component reaction
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Chiral 1,3-substituted 1,2,3,4-tetrahydroisoquinolines have been synthesized in acceptable yield and diastereoselectivity through a three component reaction, starting from aromatic halides, enantiopure bromoalkyl derivatives and methyl acrylate, under pal
- Ferraccioli, Raffaella,Giannini, Clelia,Molteni, Giorgio
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p. 1475 - 1480
(2008/02/10)
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- Inhibition of α-chymotrypsin with thiol-bearing substrate analogues in the presence of zinc ion
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We have demonstrated that thiol-bearing analogues of α-chymotrysin (α-CT) substrates such as (S)-(1-benzyl-2-thiolethyl)-carbamic acid, benzyl ester (3) inhibits α-CT, a prototypical serine protease, in the presence of Zn(II) ion. They constitute a novel class of small molecule inhibitors for α-CT believed to inhibit the enzyme by forming a ternary complex consisting of α-CT, Zn(II) ion, and the inhibitor.
- Han, Min Su,Oh, Dong Ju,Kim, Dong H.
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p. 701 - 705
(2007/10/03)
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