Journal ArticleDOI
Halo- and selenolactonisation: the two major strategies for cyclofunctionalisation
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TLDR
Van Tamelen and Shamma as discussed by the authors proposed that halolactonisation arise by the intramolecular carboxylic acid-mediated opening of the initially formed halonium ion intermediate.About:
This article is published in Tetrahedron.The article was published on 2004-06-14. It has received 203 citations till now. The article focuses on the topics: Halonium ion & Carboxylic acid.read more
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Macrolactonizations in the Total Synthesis of Natural Products
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Enantioselective bromolactonization of conjugated (Z)-enynes.
TL;DR: Preliminary investigations suggest that the chiral catalyst may serve as a bifunctional reagent by interacting with both a carboxylic acid nucleophile and NBS electrophile.
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Tertiary aminourea-catalyzed enantioselective iodolactonization.
Gemma E. Veitch,Eric N. Jacobsen +1 more
TL;DR: The mechanism is proposed to involve binding of an iodonium imidate intermediate by the H-bond donor catalyst to enhance both the reactivity and enantioselectivity of the stoichiometric I+source.
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Are Oxazolidinones Really Unproductive, Parasitic Species in Proline Catalysis? – Thoughts and Experiments Pointing to an Alternative View
Dieter Seebach,Albert K. Beck,D. Michael Badine,Michael Limbach,Albert Eschenmoser,Adi M. Treasurywala,Reinhard Hobi,Walter Prikoszovich,Bernard Linder +8 more
TL;DR: The N,O-acetal and N-O-ketal derivatives (oxazolidinones) formed from proline, and aldehydes or ketones are well-known today, and they are detectable in reaction mixtures involving proline catalysis, where they have been considered ‘parasitic dead ends’ as discussed by the authors.
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Asymmetric Bromolactonization Catalyzed by a C3‐Symmetric Chiral Trisimidazoline
Kenichi Murai,Tomoyo Matsushita,Akira Nakamura,Shunsuke Fukushima,Masato Shimura,Hiromichi Fujioka +5 more
TL;DR: A novel asymmetric bromolactonization of 5-substituted 5-hexenoic acids is developed by using the structurally unique C3-symmetric trisimidazoline 1a, which has been developed recently as a new organocatalyst entry.
References
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Ring closure reactions of bifunctional chain molecules
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Selenium reagents and intermediates in organic synthesis
TL;DR: The main aspects of selenoorganic chemistry can be found in this article, where the authors present an overview of the selenides, selenoxides and selenones.
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