Efficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside

Alafia A. Ansari; Y. Suman Reddy; Yashwant D. Vankar

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Efficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside

机译：硝酸铈铵介导的糖上碳-铁重排的高效重排：在合成2-脱氧-2-氨基-C-糖苷中的应用

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A carbon-Ferrier rearrangement on glycals has been performed by using ceric ammonium nitrate to obtain products in moderate to good yields with high selectivity. The versatility of this method has been demonstrated by applying it to differently protected glycals and by employing several nucleophiles. The obtained C -allyl glycoside has been utilized for the synthesis of a orthogonally protected 2-amino-2-deoxy- C -glycoside.

机译：通过使用硝酸铈铵进行了碳的费-费勒重排，以高选择性获得了中等至良好收率的产物。通过将这种方法应用于受不同保护的糖基并采用多种亲核试剂，已证明了该方法的多功能性。所获得的C-烯丙基糖苷已用于合成正交保护的2-氨基-2-脱氧-C-糖苷。

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《Beilstein journal of organic chemistry.》 |2014年第1期|共7页
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Alafia A. Ansari; Y. Suman Reddy; Yashwant D. Vankar;
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1. Efficient synthesis of dihydrofurans with sulfide groups by ceric(IV) ammonium nitrate-mediated oxidative cycloaddition of 1,3-dicarbonyl compounds to vinyl sulfides. Application to the synthesis of benzo[b]naphtho[2,3-d]furan-6,11-dione and first to [J] . Lee YR., Kang KY., Lee GJ., Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2003,第13期

机译：硝酸铈（IV）铵介导的1，3-二羰基化合物氧化成乙烯基硫化物可有效合成具有硫化基团的二氢呋喃。在苯并[b]萘并[2,3-d]呋喃-6,11-二酮的合成中的应用
2. Ceric(IV) ammonium nitrate-catalyzed glycosidation of glycals: a facile synthesis of 2,3-unsaturated glycosides [J] . Jhillu S.Yadav, Basi V.Subba Reddy, Sushil Kumar Pandey New Journal of Chemistry . 2001,第4期

机译：Ceric（IV）硝酸铵催化的糖基糖苷化：2,3-不饱和糖苷的简便合成
3. Ceric ammonium nitrate (CBN)-mediated oxidative cycloaddition of 1,3-dicarbonyls to conjugated compounds. Efficient synthesis of dihydrofurans, dihydrofurocoumarins, dihydrofuroquinolinones, dihydrofurophenalenones, and furonaphthoquinone natural pro [J] . Lee YR., Kim DH., Kim BS. Tetrahedron . 2000,第45期

机译：硝酸铈铵（CBN）介导的1,3-二羰基与共轭化合物的氧化环加成反应。有效合成二氢呋喃，二氢呋喃香豆素，二氢呋喃喹啉酮，二氢呋喃富烯酮和呋喃萘醌天然脯氨酸
4. Facile Graft Copolymerization of Chitosan Powder with Methyl Acrylate Using Ceric Ammonium Nitrate [C] . Pei Wang, Lian Liu, Zhiyong Wei, International Conference on Manufacturing Science and Engineering . 2011

机译：用氮硝酸铵与丙烯酸甲酯的壳聚糖粉末的容纳接枝共聚
5. I. Syntheses of E- and Z-volkendousin. II. Oxidative cyclization of unsaturated ketene dithioacetals with ceric ammonium nitrate to form bicyclic lactones. III. Synthesis of pyrinodemins A and B; assignment of the double bond position of pyrinodemin A. IV. Formal synthesis of guanacastepene A [D] . Shi, Bo 2003

机译：I.E-和Z-Volkendousin的合成。二。不饱和烯酮二硫缩醛与硝酸铈铵的氧化环化反应，形成双环内酯。三，嘧啶A和B的合成；嘧啶A的双键位置的分配。胍基丁烯A的形式合成
6. Efficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside [O] . Alafia A Ansari, Y Suman Reddy, Yashwant D Vankar 2014

机译：硝酸铈铵介导的糖上碳-铁重排的高效重排：在合成2-脱氧-2-氨基-C-糖苷中的应用
7. Efficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside [O] . Alafia A. Ansari, Y. Suman Reddy, Yashwant D. Vankar 2014

机译：由硝酸铈铵介导的甘氨酸上的有效碳载体重排：应用于2-脱氧-2-氨基-C-C-糖苷的合成

Efficient carbon-Ferrier rearrangement on glycals mediated by ceric ammonium nitrate: Application to the synthesis of 2-deoxy-2-amino-C-glycoside

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