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Showing papers by "Kalpattu K. Balasubramanian published in 2017"

Journal Article•DOI•
Tunable stereoselectivity in the synthesis of α- and β-aryl glycosides using 1,2-α-anhydrosugars as glycosyl donors.

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Devaraj Somasundaram1, Kalpattu K. Balasubramanian2, Shanmugasundaram Bhagavathy1•
Crescent University1, Indian Institute of Technology Madras2
08 Sep 2017-Carbohydrate Research
TL;DR: The stereochemical course of O-glycosidation of 1,2-α-d-anhydrosugars (glycal epoxides) with phenols can be tuned by varying the metal ion of the base to obtain mixture of the anomers.

4 citations

Journal Article•DOI•
Diels–Alder trapping of in situ generated dienes from 3,4-dihydro-2H-pyran with p-quinone catalysed by p-toluenesulfonic acid

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Radhakrishnan Mohan Raj1, Kalpattu K. Balasubramanian2, D. Easwaramoorthy1•
B. S. Abdur Rahman University1, Indian Institute of Technology Madras2
01 Feb 2017-Organic and Biomolecular Chemistry
TL;DR: This comprehensive study portrays that p-toluenesulfonic acid is a more efficient catalyst for the reaction between p-quinones and 3,4-dihydro-2H-pyran, than the Lewis acids.
Abstract: This comprehensive study portrays that p-toluenesulfonic acid is a more efficient catalyst for the reaction between p-quinones and 3,4-dihydro-2H-pyran, than the Lewis acids. The products were accomplished by the Diels–Alder cycloaddition reaction and their mechanistic pathways have been formulated. The impact of C2 and C2,5 substituents of the p-quinones on the cycloaddition reaction has been explored. Remarkably, it is the first report to explore this kind of in situ generated diene for the Diels–Alder cycloaddition reaction.

4 citations