2017
DOI: 10.1080/00397911.2017.1315537
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LiBr/β-CD/IBX/H2O-DMSO: A new approach for one-pot biomimetic regioselective ring opening of chalcone epoxides to bromohydrins and conversion to 1,2,3-triketones

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Cited by 5 publications
(3 citation statements)
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“…Nishanth Verma and co-authors employed LiBr/β-CD in the H 2 O–DMSO mixture for highly regioselective ring cleavage of epoxides 12) affording bromohydrins 13) ( Supplementary Figure S6 ). These bromohydrins 13) were later converted successfully into 1, 2, 3-triketones 14) by the IBX-mediated oxidation in DMSO under room temperature conditions ( Verma et al, 2017 ). Authors reported moderate to good yields for these products.…”
Section: Applications Of Ibx In the Synthesis Of Heterocyclesmentioning
confidence: 99%
“…Nishanth Verma and co-authors employed LiBr/β-CD in the H 2 O–DMSO mixture for highly regioselective ring cleavage of epoxides 12) affording bromohydrins 13) ( Supplementary Figure S6 ). These bromohydrins 13) were later converted successfully into 1, 2, 3-triketones 14) by the IBX-mediated oxidation in DMSO under room temperature conditions ( Verma et al, 2017 ). Authors reported moderate to good yields for these products.…”
Section: Applications Of Ibx In the Synthesis Of Heterocyclesmentioning
confidence: 99%
“…In the last few years, solid-supported ortho-iodoxybenzoic acid (1-hydroxy-1λ5,2-benziodoxol-1,3-dione, IBX) reagents able to convert primary alcohols to corresponding aldehydes, have been prepared by the immobilization of the active iodine species on chemically inert supports including silica [ 12 ], polystyrene beads [ 13 ], and ionic liquids [ 14 ]. These reagents have been reported to be biomimetic [ 15 , 16 ], contemporary solving problems associated with insolubility in common organic solvents and low stability towards moisture of IBX, combining the environmental advantages of simple recyclability of the reagent, simple purification procedures, easier reaction optimization, and safety related issues [ 13 , 17 ]. For these reasons, IBX supported reagents have been recognized as environmental friendly reagents [ 18 , 19 ].…”
Section: Introductionmentioning
confidence: 99%
“…Compound 15 was used in the total synthesis of natural products such as stemofuran (17) and eupomatenoid intermediate (18). While, compound 16 was reported for the formation of taxol side chain (19)[84]. Amine derived ligands co-catalyst epoxidation Cyclo(Leu-Leu) and oligopeptides catalysts…”
mentioning
confidence: 99%