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2010 | OriginalPaper | Chapter

4. Design of Catalysts for Asymmetric Organic Reactions Through Density Functional Calculations

Authors : C. B. Shinisha, Deepa Janardanan, Raghavan B. Sunoj

Published in: Kinetics and Dynamics

Publisher: Springer Netherlands

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Abstract

The current decade being a golden era in the history of organocatalysis, designing new organocatalysts for synthetically valuable reactions is of high importance. A fine blend of theoretical techniques and knowledge gathered from the experimental observations can help one design highly selective organocatalysts. The present chapter summarizes our efforts in designing organocatalysts for two synthetically important reactions; namely, the aldol reaction and sulfur ylide mediated ring formation reactions. In order to identify the crucial elements that affect the stereoselection process, detailed mechanistic studies are performed initially. Thus, factors controlling the vital energy differences between the diastereomeric transition states are identified and rationalized. Later on, insights from these model studies are utilized toward designing the new catalyst framework. In the last stage, the catalytic efficiency with the designed catalysts is evaluated for selected reactions. Conformationally constrained catalysts designed in this manner are predicted to be more effective with improved selectivities in comparison to the experimentally employed analogues.

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Metadata
Title
Design of Catalysts for Asymmetric Organic Reactions Through Density Functional Calculations
Authors
C. B. Shinisha
Deepa Janardanan
Raghavan B. Sunoj
Copyright Year
2010
Publisher
Springer Netherlands
DOI
https://doi.org/10.1007/978-90-481-3034-4_4

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