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Relevant bibliographies by topics / Diels-Alder reaction. Chirality

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Academic literature on the topic 'Diels-Alder reaction. Chirality'

Author: Grafiati

Published: 4 June 2021

Last updated: 12 February 2022

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Journal articles on the topic "Diels-Alder reaction. Chirality"

1

Zwanenburg, Binne, Andries A. Volkers, and Antonius J. H. Klunder. "Use of Flash Vacuum Thermolysis in a Stereocontrolled Synthesis of Optically Active Alkyl-substituted Cyclopentenones with Fragrant Properties." Australian Journal of Chemistry 67, no. 9 (2014): 1234. http://dx.doi.org/10.1071/ch14093.

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The synthesis of four pairs of enantiopure antipodal substituted cyclopentenones is described. The synthetic sequences first comprise the preparation of a tricyclo[5.2.1.02,6]deca-4,8-dienone system, a subsequent kinetic enzymatic resolution of the appropriately functionalized tricyclic system, followed by a series of chemical transformations to install the desired substituents, and finally a retro Diels–Alder reaction using flash vacuum thermolysis to give the target products in high chemical and optical yields. The strategy makes effective use of the concept of transient chirality involving

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2

Uemura, Naohiro, Seiya Toyoda, Waku Shimizu, Yasushi Yoshida, Takashi Mino, and Masami Sakamoto. "Absolute Asymmetric Synthesis Involving Chiral Symmetry Breaking in Diels–Alder Reaction." Symmetry 12, no. 6 (2020): 910. http://dx.doi.org/10.3390/sym12060910.

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Efficient generation and amplification of chirality from prochiral substrates in the Diels–Alder reaction (DA reaction) followed by dynamic crystallization were achieved without using an external chiral source. Since the DA reaction of 2-methylfuran and various maleimides proceeds reversibly, an exo-adduct was obtained as the main product as the reaction proceeded. From single crystal X-ray structure analysis, it was found that five of ten exo-adducts gave conglomerates. When 2-methylfuran and various maleimides with a catalytic amount of TFA were reacted in a sealed tube, the exo-DA adducts w

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3

Pineschi, Mauro, Federica Del Moro, Paolo Crotti, and Franco Macchia. "Catalytic asymmetric ring-opening of cyclopentadiene - heterodienophile cycloadducts with organometallic reagents." Pure and Applied Chemistry 78, no. 2 (2006): 463–67. http://dx.doi.org/10.1351/pac200678020463.

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An unprecedented catalytic asymmetric ring-opening of easily accessible 2,3-heterosubstituted norbornenes with hard alkyl metals (R-M), is able to give a practical regio- and stereoselective access to hetero-functionalized alkyl cyclopentenes in an enantioenriched form. The copper-catalyzed desymmetrization reaction with trialkylaluminums of sterically hindered and rigid, tri- or tetracyclic Diels-Alder adducts, easily available by cycloaddition reaction of cyclopentadiene with 4-phenyl-urazole and 2,3-phthalazine-1,4-dione, proved to be particularly efficient. Interestingly, the chirality of

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4

Shibata, Takanori, Ayato Sekine, Akihito Mitake, and Kyalo Stephen Kanyiva. "Intramolecular Consecutive Dehydro-Diels-Alder Reaction for the Catalytic and Enantioselective Construction of Axial Chirality." Angewandte Chemie 130, no. 48 (2018): 16088–91. http://dx.doi.org/10.1002/ange.201810174.

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Shibata, Takanori, Ayato Sekine, Akihito Mitake, and Kyalo Stephen Kanyiva. "Intramolecular Consecutive Dehydro-Diels-Alder Reaction for the Catalytic and Enantioselective Construction of Axial Chirality." Angewandte Chemie International Edition 57, no. 48 (2018): 15862–65. http://dx.doi.org/10.1002/anie.201810174.

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6

Chen, Jingjin, Andrew J. Ferreira, and Christopher M. Beaudry. "Synthesis of Bis(indole) Alkaloids fromArundo donax:The Ynindole Diels-Alder Reaction, Conformational Chirality, and Absolute Stereochemistry." Angewandte Chemie 126, no. 44 (2014): 12125–28. http://dx.doi.org/10.1002/ange.201407336.

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Chen, Jingjin, Andrew J. Ferreira, and Christopher M. Beaudry. "Synthesis of Bis(indole) Alkaloids fromArundo donax:The Ynindole Diels-Alder Reaction, Conformational Chirality, and Absolute Stereochemistry." Angewandte Chemie International Edition 53, no. 44 (2014): 11931–34. http://dx.doi.org/10.1002/anie.201407336.

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8

Chen, Jingjin, Andrew J. Ferreira, and Christopher M. Beaudry. "ChemInform Abstract: Synthesis of Bis(indole) Alkaloids from Arundo donax: The Ynindole Diels-Alder Reaction, Conformational Chirality, and Absolute Stereochemistry." ChemInform 46, no. 14 (2015): no. http://dx.doi.org/10.1002/chin.201514029.

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9

Togni, Antonio, and Stephen D. Pastor. "Cooperativity of chirality in homogeneous catalysis: The gold(I)-catalyzed aldol reaction and the vanadium(IV)-catalyzed hetero Diels-Alder cycloaddition." Chirality 3, no. 4 (1991): 331–40. http://dx.doi.org/10.1002/chir.530030419.

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10

TOGNI, A., and S. D. PASTOR. "ChemInform Abstract: Cooperativity of Chirality in Homogeneous Catalysis: The Gold(I)- Catalyzed Aldol Reaction and the Vanadium(IV)-Catalyzed Hetero-Diels- Alder Cycloaddition." ChemInform 23, no. 11 (2010): no. http://dx.doi.org/10.1002/chin.199211297.

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Dissertations / Theses on the topic "Diels-Alder reaction. Chirality"

1

Jiang, La Sheng. "The chemistry of 1-propene-1,3-sultone and related homochiral sultams : their preparation, chemical transformations and applications in asymmetric Diels-Alder reactions." HKBU Institutional Repository, 1998. http://repository.hkbu.edu.hk/etd_ra/141.

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2

Mathivanan, P. "Cholic acid based new chiral auxiliaries: development and applications." Thesis, Indian Institute of Science, 1994. http://hdl.handle.net/2005/106.

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The thesis entitled Cholic Acid Bused New Chiral Auxiliaries: Development And Applications has been divided into three chapters. Chapter-I describes the synthesis of chiral auxiliaries (1.3) from cholic acid and Diets-Alder reactions on the corresponding a,B- unsaturated ester derivatives. Chapter-I1 deals with the asymmetric dihydroxylation of a,B unsaturated esters of steroidal alcohols (1-3). Chapter-HI describes asymmetric hydride reduction, hydrogenation and allylation of a-keto esters of cholic acid derivatives (1-3).

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3

Chabour, Ihssene. "1,3-Dipolar cycloadditions using catalysts with double chirality and novel multicomponent [4+2] processes." Doctoral thesis, Universidad de Alicante, 2021. http://hdl.handle.net/10045/114674.

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In this thesis, different cycloaddition reactions, such as the enantioselective 1,3-dipolar-cycloaddition, which takes place between in situ generated stabilized azomethine ylides, and electrophilic alkenes, and the diastereoselective multicomponent reactions Amine-Aldehyde-Dienophile (AAD) or Phosphoramidate-Aldehyde-Dienophile (PAD) are described. In Chapter 1, an asymmetric 1,3-dipolar cycloaddition reaction involving an imino ester with tert-butyl acrylate was carried out using a silver(I) complex with double chirality, formed from a chiral phosphoramidite and chiral silver binolphosphate(

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4

Karpus, Andrii. "Calix[4]arènes chiraux contenant des groupes phosphine comme ligands pour la catalyse." Thesis, Toulouse 3, 2017. http://www.theses.fr/2017TOU30045/document.

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La thèse est consacrée à la développement de méthodes efficaces pour la synthèse d'une nouvelle classe d'intrinsèquement chiral calix[4]arènes contenant du phosphore, phosphines et acides phosphoriques avec une certaine disposition mutuelle des groupes fonctionnels sur le bord inférieur du macrocycle, avec un potentiel activité catalytique. La façon optimale fot la synthèse de calix[4]arènes contenant du phosphore par la substitution progressive des hydroxyles phénoliques a été développé afin de concevoir des intrinsèquement chiral calix[4]arènes avec des types de remplacement ABHH et ABCH au

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"The use of arabinose in asymmetric Diels-Alder reaction." Chinese University of Hong Kong, 1995. http://library.cuhk.edu.hk/record=b5888553.

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by Ivan H.F. Chung.<br>Thesis (M.Phil.)--Chinese University of Hong Kong, 1995.<br>Includes bibliographical references (leaves 63-67).<br>Acknowledgements --- p.i<br>Contents --- p.ii<br>Abstract --- p.iv<br>Abbreviations --- p.v<br>Chapter Chapter I --- Introduction<br>Chapter I-1. --- General background --- p.1<br>Chapter I-2. --- Asymmetric Diels-Alder reaction using chiral auxiliaries --- p.2<br>Chapter I-2A --- Some well-known chiral auxiliaries --- p.3<br>Chapter I-2B --- Carbohydrates as chiral auxiliaries --- p.6<br>Chapter I-3. --- Asymmetric Diels-Alder reaction using chiral

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Books on the topic "Diels-Alder reaction. Chirality"

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Santelli, Maurice. Lewis acids and selectivity in organic synthesis. CRC Press, 1996.

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Book chapters on the topic "Diels-Alder reaction. Chirality"

1

Ishihara, K., and A. Sakakura. "6.10 C–C Bond Formation: Diels–Alder Reaction." In Comprehensive Chirality. Elsevier, 2012. http://dx.doi.org/10.1016/b978-0-08-095167-6.00610-8.

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Tadano, K. i. "2.17 Selected Diastereoselective Reactions: Intramolecular Diels–Alder Reactions." In Comprehensive Chirality. Elsevier, 2012. http://dx.doi.org/10.1016/b978-0-08-095167-6.00210-x.

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3

Sethiya, Ayushi, Nusrat Sahiba, and Shikha Agarwal. "Role of Click Chemistry in Organic Synthesis." In Current Topics in Chirality - From Chemistry to Biology. IntechOpen, 2021. http://dx.doi.org/10.5772/intechopen.96146.

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Click chemistry involves highly efficient organic reactions of two or more highly functionalized chemical entities under eco-benign conditions for the synthesis of different heterocycles. Several organic reactions such as nucleophilic ring-opening reactions, cyclo-additions, nucleophilic addition reactions, thiol-ene reactions, Diels Alder reactions, etc. are included in click reactions. These reactions have very important features i.e. high functional group tolerance, formation of a single product, high atom economy, high yielding, no need for column purification, etc. It also possesses several applications in drug discovery, supramolecular chemistry, material science, nanotechnology, etc. Being highly significant and valuable, we have elaborated on several aspects of click reactions in organic synthesis in this chapter. Recent advancements in the field of organic synthesis using click chemistry approach have been deliberated by citing last five years articles.

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