Enantioselective Synthesis Research Papers - Academia.edu (original) (raw)

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- Enantioselective Synthesis, Kinetic resolution
- by Diogo Ludtke
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- Organic Chemistry, Catalysts, Asymmetric Synthesis, Enantioselective Synthesis
- by Eusebio Juaristi
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- Organic Chemistry, Suzuki Miyaura cross-coupling, Catalyst, Functionalization

An alternative synthetic approach for the introduction of chirality in β-carboline moiety through in situ reduction of N-acyliminium ion intermediates generated from imine 2 and chloroformate of 8-phenylmenthyl as chiral auxiliary was achieved. The method applied microwave-assisted irradiation and used PdCl2/Et3SiH protocol as a mild reducing agent, which decreased reaction times to minutes when compared to the conventional thermal reactions.

Donor-acceptor monosubstituted hydrazones participate as suitable reagents able to undergo an enantioselective formal diaza-ene reaction with α,β-unsaturated aldehydes under chiral secondary amine catalysis. This constitutes a new approach for the enantioselective conjugate addition of hydrazones to enals under metal-free conditions and leads to the formation of γ-hydrazono carboxylic acids after oxidation/[1,3]-H shift. The methodology is also useful for the synthesis of enantioenriched β-substituted α-keto-1,5-diesters by using the hydrazone moiety as a masked carbonyl group.

- by Luisa Fernanda Avila Carrillo
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- Pharmacology, Biochemistry, Microbiology, Physiology
- by Rafael Chinchilla
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- Organic Chemistry, Organocatalysis, European, Enantioselective Synthesis
- by shovan mondal
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- Biochemistry, Evolutionary Biology, Microbiology, Neuroscience

The combination of photoredox catalysis and enamine catalysis has enabled the development of an enantioselective α-cyanoalkylation of aldehydes. This synergistic catalysis protocol allows for the coupling of two highly versatile yet orthogonal functionalities, allowing rapid diversification of the oxonitrile products to a wide array of medicinally relevant derivatives and heterocycles. This methodology has also been applied to the total synthesis of the lignan natural product (–)-bursehernin.

- by Eric Welin and +1
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- Catalysis, Enantioselective Synthesis, Photoredox Catalysis

A methoxypyridine serves as a masked pyridone in a concise synthesis of the Lycopodium alkaloid lycoposerramine R, which has been prepared for the first time. The key step of the synthesis is the use of an Eschenmoser Claisen... more

- by Vishnumaya Bisai and +1
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- Enantioselective Synthesis
- by Tautvydas Kireilis
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- Chemistry, Medicine, CHEMICAL SCIENCES, Enantioselective Synthesis
- by Ken Curry
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- Organic Chemistry, Asymmetric Synthesis, Enantioselective Synthesis, Formic Acid
- by John Leonard
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- Organic Chemistry, Asymmetric Synthesis, Enantioselective Synthesis
- by Cecilia Sosa Sanchez
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- Organic Chemistry, Enantioselective Synthesis, Tetrahedron

Novel norephedrine-based chiral ligands with multiple stereogenic centers were conveniently prepared from norephedrine and N-substituted pyrrole. These novel chiral ligands were used to catalyze the enantioselective addition of... more

- by alime ebru aydin
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- Chemistry, Inorganic Chemistry, Organic Chemistry, Catalysis
- by Ken Curry
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- Organic Chemistry, Asymmetric Synthesis, Enantioselective Synthesis, Formic Acid
- by Mayur Bhanushali
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- Organic Chemistry, Organocatalysis, Molecular Sieve, Enantioselective Synthesis

A chemical reinvestigation of the Indonesian strain Streptomyces sp. SHP 22-7 led to the isolation of three new pyrimidine nucleosides, along with six known analogues and zincphyrin. The structures of the new compounds (6, 7, 10) were elucidated by employing spectroscopic techniques (NMR, MS, CD, and IR) as well as enantioselective analyses of methyl branched side chain configurations. Application of the precursor-directed feeding approach led to the production and partial isolation of nine further pyrimidine analogues. The new compounds 6, 7, and 11 and three of the known compounds (2-4) were found to possess antimycobacterial and cytotoxic properties.

- by Yvonne Mast
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- Chemistry, Natural Products, Medicine, Biological Sciences
- by Shigeki Matsunaga
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- Chemistry, Catalysis, Enantioselective Synthesis, Rhodium
- by Rama Voladri
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- Chemistry, Process, Enantioselective Synthesis, Organic Process Development
- by Arpine Geolchanyan
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- Chemistry, Organic Chemistry, Asymmetric Synthesis, Enantioselective Synthesis
- by Majid Heravi
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- Chemistry, Catalysis, Organocatalysis, Enantioselective Synthesis

A route is described for the enantioselective synthesis of (R)-(−)-complanine, a marine natural product isolated from Eurythoe complanata, and known to be a causative agent in inflammation. An organocatalytic, asymmetric oxyamination of... more

A route is described for the enantioselective synthesis of (R)-(−)-complanine, a marine natural product isolated from Eurythoe
complanata, and known to be a causative agent in inflammation. An organocatalytic, asymmetric oxyamination of a homoconjugated
all-Z-dienal intermediate provides versatile and efficient access to the natural product.

- by Rama Voladri
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- Chemistry, Process, Enantioselective Synthesis, Organic Process Development
- by pallavi sharma
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- Chemistry, Inorganic Chemistry, Organic Chemistry, The
- by Valentin Hornillos
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- Biochemistry, Biophysics, Chemistry, Immunology
- by Arjun Gontala
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- Chemistry, Organic Chemistry, Stereochemistry, Total Synthesis
- by Alejandro López Carrasco
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- Chemistry, Technology, Chromatography, Biological Sciences

Abstract A highly enantioselective Michael addition reaction of indolylnitroalkenes with 1,3-dicarbonyl compounds has been developed to obtain enantiomerically enriched 3-(2-nitro-1-(1-tosyl-1H-indol-3-yl)ethyl)pentane-2,4-dione derivatives in up to 98% ee using BnCPN as an organocatalyst. The transition state structure has been predicted using DFT calculation.

- by Dr Nasarul Islam
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- Chemistry, Organic Chemistry, Enantioselective Synthesis, Tetrahedron
- by Giovanni Vidari
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- Chemistry, Organic Chemistry, Hormones, Enantioselective Synthesis
- by Beata Kolesińska
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- CHEMICAL SCIENCES, Enantioselective Synthesis, Acylation
- by G. Richard Stephenson
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- Organic Chemistry, Ultrasound, Circular Dichroism, Absolute Configuration
- by Sonia Arrasate
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- Organic Chemistry, Asymmetric Synthesis, Enantioselective Synthesis
- by Jesus F. Arteaga
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- Organic Chemistry, Enantioselective Synthesis, Tetrahedron
- by Rafael Chinchilla
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- Organic Chemistry, Organocatalysis, European, Enantioselective Synthesis
- by Christophe Mathé
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- Organic Chemistry, Nucleic Acids, Enantioselective Synthesis, Tetrahedron
- by Paris Georghiou
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- Organic Chemistry, Enantioselective Synthesis, X Ray Crystallography
- by Paris Georghiou
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- Organic Chemistry, Enantioselective Synthesis, X Ray Crystallography
- by Véronique Gouverneur and +1
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- Catalysis, Phosphorus, Molybdenum, CHEMICAL SCIENCES

A convenient method for the synthesis of tritium-labeled brassinosteroids with very high specific activity is
reported. A 3H-labeled 24-epicastasterone was isolated in high yield (40 mCi), radiochemical purity (>97%)
and a specific activity up to 99 Ci mmol1. The labeling strategy was designed to employ a radiolabeling step
at the late stage of the synthetic sequence.

- by Aleš Marek
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- STEROIDS, Enantioselective Synthesis, Tritium, Reductive Dechlorination
- by A. Jean-Luc Ayitou
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- Photosynthesis, Enantioselective Synthesis