Highly regioselective thiolysis of oxiranes under supramolecular catalysis involving β-cyclodextrin in water

Reddy, M. Somi; Srinivas, B.; Ramaswamy, Sridhar; Narender, M.; Rao, K. Rama

doi:10.1016/j.molcata.2006.03.063

Cited by 17 publications

(6 citation statements)

References 30 publications

(4 reference statements)

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“…The pK a of the substrate is locally increased, the overall host acting as an ''acid substitute''. The groups of Divakar, 220 Rao, [221][222][223][224] Nageswar, [225][226][227][228][229] and Kaboudin 230 showed that a stoichiometric amount of non-modified b-cyclodextrin strongly accelerates numerous bimolecular reactions in water.…”

Section: Host-guest Catalysismentioning

confidence: 99%

Supramolecular catalysis. Part 2: artificial enzyme mimics

et al. 2014

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The design of artificial catalysts able to compete with the catalytic proficiency of enzymes is an intense subject of research. Non-covalent interactions are thought to be involved in several properties of enzymatic catalysis, notably (i) the confinement of the substrates and the active site within a catalytic pocket, (ii) the creation of a hydrophobic pocket in water, (iii) self-replication properties and (iv) allosteric properties. The origins of the enhanced rates and high catalytic selectivities associated with these properties are still a matter of debate. Stabilisation of the transition state and favourable conformations of the active site and the product(s) are probably part of the answer. We present here artificial catalysts and biomacromolecule hybrid catalysts which constitute good models towards the development of truly competitive artificial enzymes.

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Section: Host-guest Catalysismentioning

confidence: 99%

Supramolecular catalysis. Part 2: artificial enzyme mimics

et al. 2014

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“…Cyclodextrins are a family of cyclic oligosaccharides and they could catalyze many chemical reactions similar to their biocatalyst counterparts (enzymes). The presence of hydrophobic cavities in cyclodextrins is responsible for the reversible formation of the host‐guest complex with substrates resulting in a process known as supramolecular catalysis . Rao and co‐workers reported the synthesis of highly valuable synthons, α‐hydroxyketones and α‐aminoketones 32 directly from easily accessible epoxides and aziridines 31 respectively in the presence of β ‐cyclodextrin ( β ‐CD) and IBX in water (Scheme ) .…”

Section: β‐Cyclodextrin (β‐Cd) Mediated Aziridine Ring Openingmentioning

confidence: 99%

Aziridine Ring Opening: An Overview of Sustainable Methods

et al. 2018

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Aziridines are important synthetic intermediates as many diverse class of compounds could be produced by opening their strained ring. Hence, many publications could be found in the literature describing various approaches for the ring‐opening reactions of aziridines. Recently, simple, cost‐effective and greener approaches for these reactions have attracted significant attention of researchers. In this review, we have presented several sustainable methods for ring opening of various substituted aziridines.

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“…Using this approach, Surendra and co‐workers developed an efficient procedure for the anti ‐Markovnikov addition of thiols with a variety of alkenes in the presence of aerial oxygen using β ‐cyclodextrin ( β ‐CD) in water under neutral conditions (Scheme ). We already have discussed the use of β ‐CD to prepare β ‐hydroxy sulfides from epoxides . The supramolecular catalysis of cyclodextrin occurs in its hydrophobic cavities.…”

Section: Synthesis Of β‐Hydroxy Chalcogenidesmentioning

confidence: 99%

Synthesis of Organochalcogen Compounds using Non-Conventional Reaction Media

et al. 2016

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This review is dedicated to the memory of Prof. Nicola Petragnani, a pionner in the chemistry of selenium and tellurium in Brazil, who passed away on December 5, 2015.Organochalcogen compounds (containing S, Se and Te) are interesting either for use as an intermediate in the synthesis of complex molecules or for the exploitation of their biological properties. The growing in the number of papers on the synthesis and application of organochalcogen compounds has been accompanied by a concern about how they are prepared. Here, we provide a comprehensive and updated review on re-cent synthetic methods available for their synthesis using alternative solvents or solvent-free conditions and non-classical energy sources (microwaves irradiation, sonochemistry and mechanochemistry). Organized in fourteen sections, this review brings the more than one hundred alternative methods described so far to access organic compounds containing selenium, tellurium and sulfur.[a] Prof.

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Highly regioselective thiolysis of oxiranes under supramolecular catalysis involving β-cyclodextrin in water

Cited by 17 publications

References 30 publications

Supramolecular catalysis. Part 2: artificial enzyme mimics

Supramolecular catalysis. Part 2: artificial enzyme mimics

Aziridine Ring Opening: An Overview of Sustainable Methods

Synthesis of Organochalcogen Compounds using Non-Conventional Reaction Media

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