Development of a New Heterocycle-Forming Reaction and Kinetic Resolution with N-Heterocyclic Carbenes - Yinli Wang

Development of a New Heterocycle-Forming Reaction and Kinetic Resolution with N-Heterocyclic Carbenes

(Autor)

Buch | Hardcover
105 Seiten
2019 | 1st ed. 2019
Springer Verlag, Singapore
978-981-13-9397-6 (ISBN)
128,39 inkl. MwSt
In this book, the author focuses on exploring new organocatalytic transformations under operationally simple and environmentally friendly reaction conditions. Two new types of catalytic reactions promoted by N-heterocyclic carbenes (NHCs) are described. The oxa- and azacycle-forming reactions of sulfonylalkynols and sulfonylalkynamides are broadly considered to be a new type of activation mode in NHC chemistry, wherein the bond formation with internal O- and N-nucleophiles occurs at the γ-position of the propargyl sulfones with 1,2-sulfonyl migration. The resulting oxa- and azacycles are core structures in many biologically significant compounds and medicinally important agents. 

In addition, the book develops the chiral NHC-catalyzed kinetic resolution of α-hydroxy carboxylic acid derivatives based on chiral recognition of the substrate–cocatalyst complex. In this carboxylate cocatalyst-assisted chiral acylation, the reaction rate acceleration and selectivity enhancementare interpreted in terms of the reversible complexation of the substrate and carboxylate cocatalyst, which is verified by control experiments and measured using analytical methods. The findings described here reveal a promising new aspect of not only NHC catalysis but also identifying novel catalysis systems. 

Introduction.- Oxa- and Azacycle-formation via Migrative Cyclization of Sulfonylalkynol and Sulfonylalkynamide.- Kinetic Resolution of α-Hydroxy Carboxylic Acid Derivatives Based on Chiral Recognition of Substrate–Cocatalyst Complex.- Conclusion.- Experimental Section.

Erscheinungsdatum
Reihe/Serie Springer Theses
Zusatzinfo XVI, 105 p.
Verlagsort Singapore
Sprache englisch
Maße 155 x 235 mm
Themenwelt Medizin / Pharmazie Medizinische Fachgebiete Pharmakologie / Pharmakotherapie
Naturwissenschaften Chemie Organische Chemie
Naturwissenschaften Chemie Physikalische Chemie
Schlagworte Chiral Recognition • Heterocycle Formation • Kinetic Resolution • N-heterocyclic Carbine
ISBN-10 981-13-9397-4 / 9811393974
ISBN-13 978-981-13-9397-6 / 9789811393976
Zustand Neuware
Haben Sie eine Frage zum Produkt?
Mehr entdecken
aus dem Bereich