1993
DOI: 10.1016/0032-3861(93)90457-l
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Polymer-supported ceric(IV) catalyst: 1. Catalytic ring opening of epoxides

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Cited by 46 publications
(32 citation statements)
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“…Ring opening reactions of epoxide with nucleophiles are considered as an interesting approach in organic synthesis of many functionalized oxygenated compounds. The reaction with nucleophiles such as oxygen compounds (Water, alcohols and phenols) [6][7][8][9][10], nitrogen compounds (Amine, amine derivatives, azide, nitrate, and isocyanate) [11][12][13], halides [14], and various carbon nucleophiles [15] have been performed in both organic and aqueous solvents. Among the numerous products from nucleophilic reactions of epoxide, vicinal azidohydrins [16] exhibit key role in organic synthesis as potential precursors for 1,2-aminoalcohols which are well known as β-blockers and a common structural component in vast group of natural products [11,[17][18][19][20], and often used in carbohydrate chemistry or in the chemistry of carbocyclic nucleosides [11,16] can be obtained through the nucleophilic ring opening of epoxides with azide nucleophile [21][22][23][24].…”
Section: Introductionmentioning
confidence: 99%
“…Ring opening reactions of epoxide with nucleophiles are considered as an interesting approach in organic synthesis of many functionalized oxygenated compounds. The reaction with nucleophiles such as oxygen compounds (Water, alcohols and phenols) [6][7][8][9][10], nitrogen compounds (Amine, amine derivatives, azide, nitrate, and isocyanate) [11][12][13], halides [14], and various carbon nucleophiles [15] have been performed in both organic and aqueous solvents. Among the numerous products from nucleophilic reactions of epoxide, vicinal azidohydrins [16] exhibit key role in organic synthesis as potential precursors for 1,2-aminoalcohols which are well known as β-blockers and a common structural component in vast group of natural products [11,[17][18][19][20], and often used in carbohydrate chemistry or in the chemistry of carbocyclic nucleosides [11,16] can be obtained through the nucleophilic ring opening of epoxides with azide nucleophile [21][22][23][24].…”
Section: Introductionmentioning
confidence: 99%
“…[15][16][17] 18,37,38 Although there are numerous applications of solidsupported reagents and scavengers in literature, [39][40][41][42][43][44][45][46][47][48][49][50][51][52][53][54][55][56][57][58] but to the best of our knowledge, there is only one report 53 on the nitration of aromatic compounds using polymer-supported nitrating reagents. Recently, we prepared poly(4-vinylpyridine) (VP) crosslinked with 2% divinylbenzene (DVB)-supported sodium nitrite, [P 4 -VP]NO 2 , and poly(4-VP) crosslinked with 25% DVB-supported hydrochloric acid, [P 4 -VP]HCl, which was used for synthesis of nitroalkanes, 47 N-nitrosation of secondary amines, 48,49 synthesis of nitroaromatic compounds by [P 4 -VP]NO 2 /KHSO 4 , 53 and synthesis of azo chromophores.…”
Section: Introductionmentioning
confidence: 99%
“…Although polymer-supported reagents especially anion exchange resins have been widely applied in organic synthesis, [18][19][20][21][22][23][24][25][26][27][28][29] there is not any report in the literature for the synthesis of N-nitroso compounds based on polymeric acid or polymer-supported reagents.…”
Section: Introductionmentioning
confidence: 99%