Supramolecular biomimetic catalysis by β-cyclodextrin for the synthesis of new antimicrobial chromeno[4,3-b]quinolin-isonicotinamides in water

Bhosle, Manisha R.; Joshi, Supriya A.; Bondle, Giribala M.; Sangshetti, Jaiprakash N.

doi:10.1007/s11164-019-03987-x

Cited by 5 publications

(1 citation statement)

References 62 publications

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“…Among various known immobilizing solid supports, cyclodextrins (CDs) are famous macrocyclic oligosaccharides known for their capability to immobilize various molecules. − They possess a hydrophilic exterior and a hydrophobic cavity that accommodates hydrophobic guest molecules inside the cavity via noncovalent interactions in an aqueous medium. The hydrophobic cavity of CDs mimics the hydrophobic pockets of enzymes, thus exhibiting their significance for the exploration of biomimetic catalysis. − …”

Section: Introductionmentioning

confidence: 99%

Ultrasonication-Assisted Synthesis of a d-Glucosamine-Based β-CD Inclusion Complex and Its Application as an Aqueous Heterogeneous Organocatalytic System

et al. 2020

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For the first time, an inclusion complex has been crafted between a carbohydrate-based molecule and a β-cyclodextrin (CD) hydrophobic cavity for asymmetric catalytic applications. This novel d-glucosamine-based inclusion compound has been synthesized in high yields using an innovative and proficient acoustic cavitation technology and well characterized using various techniques, such as infrared spectroscopy, nuclear magnetic resonance spectroscopy, ultraviolet–visible spectroscopy, thermogravimetric analysis, scanning electron microscopy, and other spectroscopic techniques. It was observed that the inclusion of a d-glucosamine derivative into the hydrophobic cavity of β-CD increased its surface area and thermal stability. This catalytic system worked well in water for the direct aldol reaction to afford the products in excellent yields with high diastereo- and enantioselectivities.

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