Development of a New Heterocycle-Forming Reaction and Kinetic Resolution with N-Heterocyclic Carbenes /
General Material Designation
[Book]
First Statement of Responsibility
Yinli Wang.
.PUBLICATION, DISTRIBUTION, ETC
Place of Publication, Distribution, etc.
Singapore :
Name of Publisher, Distributor, etc.
Springer,
Date of Publication, Distribution, etc.
2019.
PHYSICAL DESCRIPTION
Specific Material Designation and Extent of Item
1 online resource (118 pages)
SERIES
Series Title
Springer Theses
GENERAL NOTES
Text of Note
"Doctoral thesis accepted by the University of Kyoto, Kyoto, Japan."
CONTENTS NOTE
Text of Note
Introduction -- Oxa- and Azacycle-formation via Migrative Cyclization of Sulfonylalkynol and Sulfonylalkynamide -- Kinetic Resolution of #x1B;(Sa#x1B;(B-Hydroxy Carboxylic Acid Derivatives Based on Chiral Recognition of Substrate-Cocatalyst Complex -- Conclusion -- Experimental Section.
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SUMMARY OR ABSTRACT
Text of Note
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 #x1B;(Sd#x1B;(B-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 #x1B;(Sa#x1B;(B-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 enhancement are 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.
ACQUISITION INFORMATION NOTE
Source for Acquisition/Subscription Address
Springer Nature
Stock Number
com.springer.onix.9789811393983
OTHER EDITION IN ANOTHER MEDIUM
Title
Development of a New Heterocycle-Forming Reaction and Kinetic Resolution with N-Heterocyclic Carbenes.