M. Arjun Reddy

Highly facile biomimetic regioselective ring opening of epoxides to halohydrins in the presence of β-cyclodextrin

Abstract Highly regioselective ring opening of epoxides to halohydrins has been carried out in impressive yields with hydrogen and lithium halides in presence of β-cyclodextrin using water as solvent.

A Mild and Efficient Method for Tetrahydropyranylation/Depyranylation of Alcohols and Phenols Under Neutral Conditions

Abstract Alcohols and phenols are tetrahydropyranylated rapidly in high yields in the presence of lithium bromide and dichloromethane at room temperature. Deprotection of these THP ethers can also be effected readily by mere change of the solvent to methanol and refluxing with excess lithium bromide. Due to neutral reaction conditions employed, the method is also compatible with compounds having acid sensitive functional groups.

A mild and efficient biomimetic synthesis of α-hydroxymethylarylketones from oxiranes in the presence of β-cyclodextrin and NBS in water

Abstract α-Hydroxymethylarylketones can be synthesized in good yields from easily accessible epoxides in the presence of β-cyclodextrin and NBS in water. This method is a direct, one-pot, synthesis under mild conditions using water as solvent and has many advantages over existing methodologies.

AN EFFICIENT BIOMIMETIC CLEAVAGE OF GEM-DIACETATES TO ALDEHYDES BY β-CYCLODEXTRIN UNDER NEUTRAL CONDITIONS IN AQUEOUS MEDIUM*

ABSTRACT The cleavage of gem-diacetates to aldehydes, a widely used protecting group in organic synthesis, has been achieved for the first time under neutral conditions in aqueous medium using β-cyclodextrin as catalyst. The main advantage of the present methodology is that it can be used with compounds having a variety of functional groups since the cleavage is carriedout under neutral conditions in aqueous medium. *IICT Communication No. 4655.

Selective deprotection of tetrahydropyranyl ethers catalysed by β-cyclodextrin in water

The hydrolysis of tetrahydropyranyl ethers to alcohols catalysed by β-cyclodextrin proceeds in water under neutral conditions.

Asymmetric synthesis of 2-azido-1-arylethanols from azido aryl ketone–β-cyclodextrin complexes and sodium borohydride in water

beta-Cyclodextrin catalyses for the first time the asymmetric reduction of alpha-azido aryl ketones to corresponding alcohols of great significance using sodium borohydride in water. The azido group appeared to be the best fit among various groups studied. This asymmetric reduction using water as solvent overcomes many of the drawbacks in the existing methodologies.

A new fluorescent chemosensor: synthesis and molecular recognition by sulfamidopyrrolidinylidene modified β-cyclodextrin

Mono[6-deoxy-6-(1-methyl-2-pyrrolidinylidenesulfamido)-β-cyclodextrin synthesised as new artificial receptor has shown molecular recognition with remarkable sensitivity to various organic compounds with variation of fluorescence upon guest binding.