Enantiomer-sensitive spectroscopy and mixture analysis of chiral molecules containing two stereogenic centers – Microwave three-wave mixing of menthone

2014 ◽  
Vol 300 ◽  
pp. 31-36 ◽  
Author(s):  
V. Alvin Shubert ◽  
David Schmitz ◽  
Melanie Schnell
Keyword(s):  
Wave Mixing ◽  
Chiral Molecules ◽  
Mixture Analysis ◽  
Stereogenic Centers

scholarly journals Absolute configurations of chiral molecules with multiple stereogenic centers without prior knowledge of the relative configurations: A case study of inuloxin C

Chirality ◽  
2018 ◽  
Vol 30 (11) ◽  
pp. 1206-1214 ◽  
Author(s):  
Jordan L. Johnson ◽  
Vijay Raghavan ◽  
Alessio Cimmino ◽  
Arash Moeini ◽  
Ana G. Petrovic ◽  
...  
Keyword(s):  
Prior Knowledge ◽  
Chiral Molecules ◽  
Stereogenic Centers

Organo-catalysis as emerging tools in organic synthesis: aldol and Michael reactions

2022 ◽  
Vol 0 (0) ◽  
Author(s):  
Nagaraju Kerru ◽  
Suresh Maddila ◽  
Sreekantha B. Jonnalagadda
Keyword(s):  
Organic Synthesis ◽  
Michael Addition ◽  
Addition Reactions ◽  
Chiral Molecules ◽  
Asymmetric Aldol ◽  
Bond Forming ◽  
Michael Reactions ◽  
Stereogenic Centers ◽  
Synthetic Hybrids ◽  
The Impact

Abstract Organocatalysis has occupied sustainable position in organic synthesis as a powerful tool for the synthesis of enantiomeric-rich compounds with multiple stereogenic centers. Among the various organic molecules for organocatalysis, the formation of carbon–carbon is viewed as a challenging issue in organic synthesis. The asymmetric aldol and Michael addition reactions are the most significant methods for C–C bond forming reactions. These protocols deliver a valuable path to access chiral molecules, which are useful synthetic hybrids in biologically potent candidates and desirable versatile pharmaceutical intermediates. This work highlighted the impact of organocatalytic aldol and Michael addition reactions in abundant solvent media. It focused on the crucial methods to construct valuable molecules with high enantio- and diastereo-selectivity.

scholarly journals Copper-catalyzed asymmetric conjugate addition of organometallic reagents to extended Michael acceptors

2015 ◽  
Vol 11 ◽  
pp. 2418-2434 ◽  
Author(s):  
Thibault E Schmid ◽  
Sammy Drissi-Amraoui ◽  
Christophe Crévisy ◽  
Olivier Baslé ◽  
Marc Mauduit
Keyword(s):  
Conjugate Addition ◽  
Chiral Molecules ◽  
Straightforward Manner ◽  
Organometallic Reagents ◽  
Stereogenic Centers ◽  
Michael Acceptors ◽  
Sequential Generation

The copper-catalyzed asymmetric conjugate addition (ACA) of nucleophiles onto polyenic Michael acceptors represents an attractive and powerful methodology for the synthesis of relevant chiral molecules, as it enables in a straightforward manner the sequential generation of two or more stereogenic centers. In the last decade, various chiral copper-based catalysts were evaluated in combination with different nucleophiles and Michael acceptors, and have unambiguously demonstrated their usefulness in the control of the regio- and enantioselectivity of the addition. The aim of this review is to report recent breakthroughs achieved in this challenging field.

scholarly journals Principles of enantio-selective excitation in three-wave mixing spectroscopy of chiral molecules

2019 ◽  
Vol 151 (1) ◽  
pp. 014302 ◽  
Author(s):  
Monika Leibscher ◽  
Thomas F. Giesen ◽  
Christiane P. Koch
Keyword(s):  
Selective Excitation ◽  
Wave Mixing ◽  
Chiral Molecules

scholarly journals Assignment-free chirality detection in unknown samples via microwave three-wave mixing

2021 ◽  
Author(s):  
Greta koumarianou ◽  
Irene Wang ◽  
Lincoln Satterhwaite ◽  
David Patterson
Keyword(s):  
Direct Evidence ◽  
State Of The Art ◽  
Enantiomeric Excess ◽  
Real Life ◽  
Wave Mixing ◽  
Chiral Molecules ◽  
Highly Sensitive ◽  
Unknown Composition ◽  
Chemical Knowledge ◽  
Spectral Assignment

Straightforward identification of chiral molecules in multi-component mixtures of unknown composition is extremely challenging. Current spectrometric and chromatographic methods cannot unambiguously identify components while the state of the art spectroscopic methods are limited by the difficult and time-consuming task of spectral assignment. Here, we introduce a highly sensitive generalized version of microwave three-wave mixing that uses broad-spectrum fields to detect chiral molecules in enantiomeric excess without any prior chemical knowledge of the sample. This method does not require spectral assignment as a necessary step to extract information out of a spectrum. We demonstrate our method by recording three-wave mixing spectra of multi-component samples that provide direct evidence of enantiomeric excess. Our method opens up new capabilities in ultrasensitive phase-coherent spectroscopic detection that can be applied for chiral detection in real-life mixtures, raw products of chemical reactions and difficult to assign novel exotic species.

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