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

Yinli Wang

ISBN 10: 9811393974 / ISBN 13: 9789811393976

Published by Springer, Springer Jul 2019, 2019

About this Item

This item is printed on demand - Print on Demand Titel. Neuware -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 ¿-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 ¿-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.Springer-Verlag KG, Sachsenplatz 4-6, 1201 Wien 124 pp. Englisch.

Seller Inventory # 9789811393976

Bibliographic Details

• Title: Development of a New Heterocycle-Forming Reaction and Kinetic Resolution with N-Heterocyclic Carbenes
• Publisher: Springer, Springer Jul 2019
• Publication Date: 2019
• Language: English
• ISBN 10: 9811393974
• ISBN 13: 9789811393976
• Binding: Buch
• Condition: Neu
• Dimensions: 241W x 160H x 13D millimeters 241 millimeters width by 160 millimeters height by 13 millimeters depth
• Weight: 360 grams

About this title

Synopsis

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.