Mannich-type reactions of aldimines with silyl enolates and hetero Diels-Alder reactions of aldehydes with Danishef-sky’s diene in the presence of anion catalysts derived from proline were performed to afford the cor...Mannich-type reactions of aldimines with silyl enolates and hetero Diels-Alder reactions of aldehydes with Danishef-sky’s diene in the presence of anion catalysts derived from proline were performed to afford the corresponding products in high yields.展开更多
2, 3, 3a, 4, 5, 9b-hexahydro-8-(N-methylsulfamylmethyl)-4-phenylfuro[3, 2-c]quinoline was obtained when the alkylation of compound 1 was carried out with THF as solvent. The structure of the product was determined and...2, 3, 3a, 4, 5, 9b-hexahydro-8-(N-methylsulfamylmethyl)-4-phenylfuro[3, 2-c]quinoline was obtained when the alkylation of compound 1 was carried out with THF as solvent. The structure of the product was determined and the mechanism of the reaction was studied and proved by the imitation reaction.展开更多
Chiral heteroatom-containing bicyclic scaffolds are important pharmacophores and prevalent in bioactive natural products and drug molecules.Herein,we report a unified approach for the divergent synthesis of chiral het...Chiral heteroatom-containing bicyclic scaffolds are important pharmacophores and prevalent in bioactive natural products and drug molecules.Herein,we report a unified approach for the divergent synthesis of chiral heteroatom-containing bicyclic derivatives by lanthanide(lil)-catalyzed asymmetric inverse-electron-demand Diels-Alder reactions of 2-pyrones.These reactions occur with vari-ous readily available dihydropyrroles and dihydrofurans as dienophiles,providing a step-economical synthetic platform for densely functionalized ciss-hydroindoles and cis-hydrobenzofurans with excellent yields and enantioselectivities.The synthetic utility of this approach is demonstrated by the concise synthesis of(-)-α-lycorane and(-)-lycorine alkaloids.展开更多
A novel Pd-catalyzed tandem reaction involving hydroallojnylation, isomerization, Diels-Alder cycloaddition and aromatization reaction to produce phthalan derivatives in moderate yields is reported. The reaction is at...A novel Pd-catalyzed tandem reaction involving hydroallojnylation, isomerization, Diels-Alder cycloaddition and aromatization reaction to produce phthalan derivatives in moderate yields is reported. The reaction is atom economical and occurs in a highly ordered fashion. The reaction mechanism is discussed.展开更多
The discovery that lithium bis(trifluoromethane)sulfonamide (LiTFSI)/1-nitropropane (PrNO2) solution functions as a less polar alternative to lithium perchlorate (LiClO4)/nitromethane (MeNO2) solution has led to the d...The discovery that lithium bis(trifluoromethane)sulfonamide (LiTFSI)/1-nitropropane (PrNO2) solution functions as a less polar alternative to lithium perchlorate (LiClO4)/nitromethane (MeNO2) solution has led to the development of a novel thermomorphic system for electrocatalytic Diels-Alder reactions. Methyl cyclohexane (Me-c-Hex) can form a monophasic condition with LiTFSI/PrNO2 solution at room temperature, enabling the use of hydrophobic dienophiles. After the electrochemical reaction, a biphasic condition can be formed at –50℃, where the cycloadducts are selectively recovered from the upper Me-c-Hex phase and the remaining lower LiTFSI/PrNO2 solution can be reused.展开更多
文摘Mannich-type reactions of aldimines with silyl enolates and hetero Diels-Alder reactions of aldehydes with Danishef-sky’s diene in the presence of anion catalysts derived from proline were performed to afford the corresponding products in high yields.
文摘2, 3, 3a, 4, 5, 9b-hexahydro-8-(N-methylsulfamylmethyl)-4-phenylfuro[3, 2-c]quinoline was obtained when the alkylation of compound 1 was carried out with THF as solvent. The structure of the product was determined and the mechanism of the reaction was studied and proved by the imitation reaction.
基金the National Natural Science Foundation of China(Grant No.22071030)Fudan University for financial support。
文摘Chiral heteroatom-containing bicyclic scaffolds are important pharmacophores and prevalent in bioactive natural products and drug molecules.Herein,we report a unified approach for the divergent synthesis of chiral heteroatom-containing bicyclic derivatives by lanthanide(lil)-catalyzed asymmetric inverse-electron-demand Diels-Alder reactions of 2-pyrones.These reactions occur with vari-ous readily available dihydropyrroles and dihydrofurans as dienophiles,providing a step-economical synthetic platform for densely functionalized ciss-hydroindoles and cis-hydrobenzofurans with excellent yields and enantioselectivities.The synthetic utility of this approach is demonstrated by the concise synthesis of(-)-α-lycorane and(-)-lycorine alkaloids.
基金The financial support from the National Natural Science Foundation of China(No.21302095)Research Fund for the Doctoral Program of Higher Education of China(No.20133221120003)+2 种基金Jiangsu Provincial NSFC(No.BK20130924)Foundation of Jiangsu Educational Committee of China(No.13KJB150019)supported by the Project of Priority Academic Program Development of Jiangsu Higher Education Institutions(PAPD)
文摘A novel Pd-catalyzed tandem reaction involving hydroallojnylation, isomerization, Diels-Alder cycloaddition and aromatization reaction to produce phthalan derivatives in moderate yields is reported. The reaction is atom economical and occurs in a highly ordered fashion. The reaction mechanism is discussed.
文摘The discovery that lithium bis(trifluoromethane)sulfonamide (LiTFSI)/1-nitropropane (PrNO2) solution functions as a less polar alternative to lithium perchlorate (LiClO4)/nitromethane (MeNO2) solution has led to the development of a novel thermomorphic system for electrocatalytic Diels-Alder reactions. Methyl cyclohexane (Me-c-Hex) can form a monophasic condition with LiTFSI/PrNO2 solution at room temperature, enabling the use of hydrophobic dienophiles. After the electrochemical reaction, a biphasic condition can be formed at –50℃, where the cycloadducts are selectively recovered from the upper Me-c-Hex phase and the remaining lower LiTFSI/PrNO2 solution can be reused.
