Relevant bibliographies by topics / Euphococcinine

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  1. Journal articles
  2. Dissertations / Theses

Academic literature on the topic 'Euphococcinine'

Author: Grafiati
Published: 6 September 2023

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Journal articles on the topic "Euphococcinine"

1

Lima, Dimas J. P., Antonio E. G. Santana, Michael A. Birkett, and Ricardo S. Porto. "Recent progress in the synthesis of homotropane alkaloids adaline, euphococcinine and N-methyleuphococcinine." Beilstein Journal of Organic Chemistry 17 (January 5, 2021): 28–41. http://dx.doi.org/10.3762/bjoc.17.4.

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The 9-azabicyclo[3.3.1]nonane ring system is present in several insect- and plant-derived alkaloids. (−)-Adaline (1) and (+)-euphococcinine (2), found in secretions of Coccinelid beetles, and (+)-N-methyleuphococcinine (3), isolated from the Colorado blue spruce Picea pungens, are members of this alkaloid family. Their unique bicyclic system with a quaternary stereocenter, and the potent biological activity exerted by these homotropane alkaloids, make them attractive synthetic targets. This work aims briefly to review the chemical ecology of Adalia bipunctata and the recent methodologies to obtain adaline (1), euphococcinine (2), and N-methyleuphococcinine (3).
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2

Mechelke, Mark F., and A. I. Meyers. "An efficient, asymmetric synthesis of (+)-euphococcinine." Tetrahedron Letters 41, no. 22 (June 2000): 4339–42. http://dx.doi.org/10.1016/s0040-4039(00)00665-1.

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3

Arbour, Mélissa, Stéphanie Roy, Cédrickx Godbout, and Claude Spino. "Stereoselective Synthesis of (+)-Euphococcinine and (−)-Adaline." Journal of Organic Chemistry 74, no. 10 (May 15, 2009): 3806–14. http://dx.doi.org/10.1021/jo9001992.

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4

Davison, Edwin C., Andrew B. Holmes, and Ian T. Forbes. "A tandem synthesis of (±)-euphococcinine and (±)-adaline." Tetrahedron Letters 36, no. 49 (December 1995): 9047–50. http://dx.doi.org/10.1016/0040-4039(95)01908-z.

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5

Khandare, Sopan P., and Kavirayani R. Prasad. "Four-Step Total Synthesis of (+)-Euphococcinine and (±)-Adaline." Journal of Organic Chemistry 86, no. 17 (August 19, 2021): 12285–91. http://dx.doi.org/10.1021/acs.joc.1c00938.

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6

Mechelke, Mark F., and A. I. Meyers. "ChemInform Abstract: An Efficient, Asymmetric Synthesis of (+)-Euphococcinine." ChemInform 31, no. 35 (June 3, 2010): no. http://dx.doi.org/10.1002/chin.200035192.

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7

DAVISON, E. C., A. B. HOLMES, and I. T. FORBES. "ChemInform Abstract: A Tandem Synthesis of (.+-.)-Euphococcinine and (.+-.)-Adaline." ChemInform 27, no. 13 (August 12, 2010): no. http://dx.doi.org/10.1002/chin.199613255.

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8

Yu, Chan-Mo, Bobin Lee, and Jisook Kwon. "Asymmetric Sequential Allylic Transfer Strategy for the Synthesis of (-)-Adaline and (-)-Euphococcinine." Synlett 2009, no. 09 (May 13, 2009): 1498–500. http://dx.doi.org/10.1055/s-0029-1217172.

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9

Murahashi, Shun-ichi, Shun-Ichi Murahashi, Jun Sun, Hiroyuki Kurosawa, and Yasushi Imada. "Synthesis of Homochiral b-Sulfinyl Nitrones and Their Application for Enantioselective Synthesis of (+)-Euphococcinine." HETEROCYCLES 52, no. 2 (2000): 557. http://dx.doi.org/10.3987/com-99-s81.

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10

Davis, Franklin A., and Ram Edupuganti. "Asymmetric Synthesis of Substituted Homotropinones fromN-Sulfinyl β-Amino Ketone Ketals. (−)-Euphococcinine and (−)-Adaline." Organic Letters 12, no. 4 (February 19, 2010): 848–51. http://dx.doi.org/10.1021/ol902910w.

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Dissertations / Theses on the topic "Euphococcinine"

1

Arbour, Mélissa. "Formation stéréosélective de centres quaternaires en utilisant le P-menthane-3-carboxaldéhyde et son application à la synthèse totale de la (+)-euphococcinine et la (-)-adaline." Mémoire, Université de Sherbrooke, 2009. http://savoirs.usherbrooke.ca/handle/11143/4765.

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Ce mémoire décrit les efforts effectués pour le développement d'une méthodologie vers la formation stéréosélective de centres quaternaires complètement carbonés. Dans le laboratoire Spino, de nombreuses méthodologies ont déjà été développées pour la formation de centres tertiaires et quaternaires carbonés, aminés ou soufrés, ainsi que leurs applications dans la synthèse de différents squelettes et molécules naturelles. Toutes ces approches sont basées sur l'utilisation d'un auxiliaire chiral, le p -menthane-3-carboxaldéhyde. Dans cette continuité, le développement d'une nouvelle méthodologie pouvant former des centres quaternaires tout en introduisant une fonction carbonyle était souhaitable. Cette approche pourrait ensuite être appliquée à la synthèse de deux alcaloïdes, soit l'euphococcinine et l'adaline. Le premier chapitre porte sur l'utilisation de complexes [pi]-allyles de palladium vers la formation stéréosélective de centres tertiaires et quaternaires. La synthèse des substrats allyliques nécessaires obtenus par une addition stéréosélective d'un vinylmétal sur le p -menthane-3-carboxaldéhyde est d'abord abordée. Les différentes approches envisagées en utilisant des réactions catalysées par le palladium sont ensuite décrites. Le deuxième chapitre est dédié aux efforts déployés pour la formation stéréosélective de centres quaternaires carbonés via les réarrangements sigmatropiques [3,3]. Enfin, le troisième chapitre relate l'application de la méthodologie développée à la synthèse totale de la (+)-euphococcinine et de la (-)-adaline, deux alcaloïdes naturels.
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2

Khandare, Sopan Pralhad. "Total Synthesis of Piperidine and Pyrrolidine Alkaloids and Towards the Total Synthesis of Strychnine." Thesis, 2022. https://etd.iisc.ac.in/handle/2005/5817.

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Total synthesis of natural products is an important area of contemporary interest in synthetic organic chemistry. Total synthesis of natural products serves as a platform for the development of new synthetic strategies and for improving the existing synthetic methods. Chiral sulfinimines are excellent substrates for the synthesis of amine-containing compounds. The ability of sulfinimines in rendering the product amines with consistent high selectivity has made these reagents one of the most used reagents in organic synthesis. The thesis describes the investigations concerning the addition of nucleophiles such as the Wittig Ylides, and benzyloxy ketones to sulfinimines. Application of the formed products in the synthesis of piperidine, pyrrolidine alkaloids, and in the total synthesis of strychnine is described.
SERB, Grant No. CRG/2018/001332
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