Special Issue "Stereogenic Centers"
Deadline for manuscript submissions: 30 July 2018
The importance of having access to chiral molecules is a well-known fact for the scientific community. This is due to the fact that most of the biological activity that some molecules possess is associated to one of the all-possible enantiomers, which can interact differentially with chiral recognition entities, triggering distinct biochemical responses.
It is not surprising then that different methodologies have been developed in the last century, within the frame of so-called asymmetric synthesis, in order to tackle the challenging task of constructing such chiral compounds, as most of these strategies are based on the construction of stereogenic centers starting from racemic and/or pro-chiral compounds.
Thus, the aim of this Special Issue is to gather recent developments in the establishment of stereogenic centers in organic molecules. Therefore, asymmetric synthesis, kinetic resolutions, asymmetric catalysis (metal-, organo- and biocatalysis), among other strategies, as well as studies that help in the understanding of the mechanism behind these processes will be covered in this Special Issue.Dr. Alejandro Baeza Carratalá
Manuscript Submission Information
Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All papers will be peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.
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- Stereogenic Centers
- Asymmetric Synthesis
- Asymmetric Catalysis
The below list represents only planned manuscripts. Some of these manuscripts have not been received by the Editorial Office yet. Papers submitted to MDPI journals are subject to peer-review.
Author: Dr. Wei Zhang
Affiliation: Department of Chemistry, University of Massachusetts, , Boston, MA, USA
Tentative title: "Recyclable Fluorous Organocatalyst-Promoted Asymmetric Michael/Michael Additions for Asymmetric Synthesis of Substituted Cyclohexanones"
Author: Xiang Wu
Affiliation: Anhui Province Key Laboratory of Advanced Catalytic Materials and Reaction Engineering, School of Chemistry and Chemical Engineering, Hefei University of Technology, Hefei 230009, China
Tentative tile: Asymmetric Oxidative Formal Aza-Diels-Alder Reaction for the Synthesis of Indoloquinolizidines.
Author: Yasuhiro Kawnami
Affiliation: Department of Applied Biological Science, Faculty of Agriculture, Kagawa University, Miki-cho, Kagawa 761-0795, Japan
Tentative title: "Practical enantioselective reduction of ketones using an oxazaborolidin catalyst generated in situ from a chiral lactam alcohol and borane"
Tentative title: "One Dimensional 13C NMR is a Simple and Highly Quantitative Method for Enantiodiscrimination."
Author: Peter P. Lankhorst, Joep van Rijn, Alexander L.L. Duchateau
Abstract: The discrimination of enantiomers of mandelonitrile by means of 1D 13C NMR and with the aid of the chiral solvating agent (S)-(+)-1-(9-anthryl)-2,2,2-trifluoroethanol is presented. It is shown that 1H NMR fails for this specific compound because proton signals either overlap with the signals of the chiral solvating agent or do not show separation between the (S)-enantiomer and the (R)-enantiomer. The method is validated by preparing artificial mixtures of the (R)-enantiomer and the (R/S) mixture, and it is shown that with only 4 mg of mandelonitrile a detection limit of the minor enantiomer of 0.5% is obtained. Furthermore, the method is very linear, and has a small relative standard deviation of only 0.3% for the minor enantiomer when the relative amount of this enantiomer is 20%. Therefore, the 13C NMR method is highly suitable for quantitative enantiodiscrimination. It is discussed that 13C NMR is preferred over 1H NMR in many situations, not only in molecules with more than one chiral center, resulting in complex mixtures of many stereoisomers, but also in the case of molecules with overlapping multiplets in the 1H NMR spectrum, and in the case of molecules with many quaternary carbon atoms, and therefore less abundant protons.
Tentative title: "Stereoselective Synthesis of 6-Desmethyl-N-methylfluvirucinine A1 Aglycon via Conformationally-controlled Diastereoselective Lactam-ring Expansion"
Author: Young-Ger Suh
Affiliation: College of Pharmacy, Seoul National University, Korea