By Oleg I. Kolodiazhnyi
Authored by way of one of many major specialists within the box, this is often the single accomplished review of chiral organophosphorus compounds, from uneven synthesis to catalysis and pharmacological applications.
As such, this detailed reference covers the chemical heritage in addition to spectroscopical research of phosphorus compounds, and carefully describes the entire numerous man made thoughts for those ingredients. Metal-, organo- and biocatalyzed reactions for the creation of phosphorus are defined as are uneven oxidation and relief tools for the education of all attainable oxidation states of phosphorus. The textual content additionally comprises business functions for those compounds.
Of specific curiosity to chemists operating within the box of uneven synthesis, in addition to to the pharmaceutical as a result of expanding variety of phosphorous-containing medicinal drugs
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Additional resources for Asymmetric synthesis in organophosphorus chemistry: synthetic methods, catalysis, and applications
Tetrahedron: Asymmetry, 7 (8), 2173–2176. , and Kobayashi, S. (1984) Chromatographic resolution of racemic compounds containing phosphorus or sulfur atom as chiral center. Bull. Chem. Soc. , 57 (6), 1681–1682. , and Gillaizeau, I. (2013) Enantiomeric separation of original heterocyclic organophosphorus compounds in supercritical ﬂuid chromatography. Chirality, 25 (4), 230–237. Szyszkowiak, J. and Majewska, P. (2014) Determination of absolute conﬁguration by 31 P NMR. Tetrahedron: Asymmetry, 25 (2), 103–112.
1 Asymmetric Induction Asymmetric induction in stereochemistry describes the preferential formation in a chemical reaction of one enantiomer or diastereoisomer over the other as a result of the inﬂuence of a chiral inductor present in the substrate, reagent, catalyst, or reaction medium [1, 6]. 17 Examples of 1,2-dihydroxyphosphonates the absolute conﬁguration of which was deﬁned by means of CDs-spectra. 5 Asymmetric Induction and Stereochemistry induction, which uses a chiral center bound to the reactive center through a covalent bond and remains so during the reaction, (ii) relayed asymmetric induction, which uses a chiral information that is introduced in a separate step and then removed in a separate chemical reaction, and (iii) external asymmetric induction, in which chiral information is introduced in the transition state through a chiral catalyst or chiral auxiliary.
Kolodiazhnyi. © 2017 Wiley-VCH Verlag GmbH & Co. KGaA. Published 2017 by Wiley-VCH Verlag GmbH & Co. KGaA. 1 Coordinated states of phosphorus. 2 Low-Coordinated Phosphorus Compounds Low-coordinated phosphorus ligands can form various combinations of bonds owing to the presence of the phosphorus atom lone pair and a reactive π- and π*-system. Indeed, the ability of low-coordinated phosphorus compounds to form π-complexes leads to a number of important synthetic developments in coordination chemistry and applications in homogeneous catalysis [2–6].
Asymmetric synthesis in organophosphorus chemistry: synthetic methods, catalysis, and applications by Oleg I. Kolodiazhnyi