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1.
Angew Chem Int Ed Engl ; 62(18): e202301470, 2023 Apr 24.
Artigo em Inglês | MEDLINE | ID: mdl-36879382

RESUMO

We report the first highly selective kinetic resolution of racemic α-chiral azides via Cu-catalyzed azide-alkyne cycloaddition (CuAAC). Newly developed pyridine-bisoxazoline (PYBOX) ligands, bearing a C4 sulfonyl group, enable effective kinetic resolution of racemic azides derived from privileged scaffolds such as indanone, cyclopentenone, and oxindole, and their asymmetric CuAAC to afford α-tertiary 1,2,3-triazoles with high to excellent ee values. DFT calculations and control experiments reveal that the C4 sulfonyl group decreases the Lewis basicity of the ligand and increases the electrophilicity of the copper center for better recognition of azides, and functions as a shielding group to make the chiral pocket of the catalyst more effective.

2.
Angew Chem Int Ed Engl ; 62(9): e202217724, 2023 Feb 20.
Artigo em Inglês | MEDLINE | ID: mdl-36625565

RESUMO

We report the first highly enantioselective construction of silicon-stereocenters by asymmetric enamine catalysis. An unprecedented desymmetric intramolecular aldolization of prochiral siladials was thus developed for the facile access of multifunctional silicon-stereogenic silacycles in high to excellent enantioselectivity. With an enal moiety, these adducts could be readily elaborated for the diverse synthesis of silicon-stereogenic compounds, and for late-stage modification.

3.
Org Biomol Chem ; 19(2): 457-466, 2021 01 21.
Artigo em Inglês | MEDLINE | ID: mdl-33336677

RESUMO

An efficient approach to access functionalized (2,3-dihydroisoxazol-4-yl) ketones has been developed by reacting nitrones 4 with ynones 7 or terminal ynones 10 in a one-pot fashion. The reaction went through a formal Sc(OTf)3-catalyzed [3 + 2]-cycloaddition process to generate a number of functionalized (2,3-dihydroisoxazol-4-yl) ketones 11aa-11aw, 11ba-11la and 12aa-12ae in moderate to good yields.

4.
J Org Chem ; 85(19): 12603-12613, 2020 10 02.
Artigo em Inglês | MEDLINE | ID: mdl-32924480

RESUMO

A highly efficient gold-catalyzed approach between N,O-acetals and ynamides for the construction of 6-(tert-butyldimethylsilyl)oxy-tetrahydropyrrolo[1,2-c][1,3]oxazin-1-ones was developed. This reaction tolerated a wide range of substituted N,O-acetals and TsN-substituted ynamides, leading to novel heterocycles in moderate to good yields and with excellent diastereoselectivities (dr > 99:1).

5.
Chirality ; 32(3): 378-386, 2020 03.
Artigo em Inglês | MEDLINE | ID: mdl-31958185

RESUMO

A series of chiral 5-hydroxy isoxazolidines has been successfully synthesized through camphor sulfonyl hydrazine-catalyzed asymmetric aza-Michael addition reaction between N,O-protected hydroxyamines and enals. Moderate yields with moderate to good enantioselectivities (up to 96% enantiomeric excess [ee]) were achieved. It provides an alternative asymmetric approach to preparing isoxazolidine derivatives.

6.
J Org Chem ; 83(17): 9879-9889, 2018 09 07.
Artigo em Inglês | MEDLINE | ID: mdl-29952568

RESUMO

An approach to access 1-substituted isoquinolones has been developed through the addition-cyclization of imines with Grignard reagents in the presence of 2,2'-dipyridyl. A number of substituted aromatic magnesium reagents were amenable to this process, and the desired products were obtained with excellent yields and outstanding diastereoselectivities ( dr > 99:1). The utility of this convenient approach is demonstrated by the formal synthesis of ( S)-cryptostyline II. Moreover, N-methylmorpholine (NMM) was found to be an effective additive for the formation of 3-substituted isoindolin-1-ones using one-pot addition-cyclization-deprotection of imine with Grignard reagents.

7.
Artigo em Chinês | MEDLINE | ID: mdl-12869990

RESUMO

OBJECTIVE: To compare the molecular characteristics of hantaviruses isolated from Shandong province by using PCR typing and nucleotide sequencing. METHODS: Total cellular RNA was extracted from hantaviruses infected Vero E6 cells, viral cDNA was amplified by polymerase chain reaction. PCR products of partial M Segments of 4 strains of hantaviruses were sequenced. Cross neutralization tests were performed. RESULTS: Four strains of hantavirus isolated from Rottus in Shandong province were SEO like viruses. The homology between Shandong isolates and other SEO like viruses was high at both amino acid and nucleotide levels. The homology among those 4 strains of hantaviruses was 98%. CONCLUSIONS: The SEO like hantaviruses were more conserved than other hantaviruses. The homology of SEO like hantaviruses isolated from Shandong province was as high as 98% at nucleotides level, though they were isolated at more than 10-year intervals.


Assuntos
DNA Viral/análise , Vírus Hantaan/genética , Febre Hemorrágica com Síndrome Renal/virologia , Animais , Sequência de Bases , China , Reservatórios de Doenças , Variação Genética , Vírus Hantaan/classificação , Vírus Hantaan/isolamento & purificação , Humanos , Dados de Sequência Molecular , Filogenia , Reação em Cadeia da Polimerase , Homologia de Sequência do Ácido Nucleico
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