Journal ArticleDOI
Nucleophilic ring-opening in a carbohydrate nitrocyclopropane: a stereospecific approach to chiral isoalkyl structures.
TLDR
Raney nickel converted both of these thio sugar derivatives into the same product, namely, 1-acetamido-1,2-dideoxy-3,4:5,6-di-O-isopropylidene-2-C-methyl-D-mannito l, for the design of stereospecific syntheses of chiral isoalkyl structures is proposed.About:
This article is published in Carbohydrate Research.The article was published on 1988-03-15. It has received 9 citations till now. The article focuses on the topics: Thio- & Nucleophilic addition.read more
Citations
More filters
Journal ArticleDOI
Highly enantioselective synthesis of nitrocyclopropanes via organocatalytic conjugate addition of bromomalonate to alpha,beta-unsaturated nitroalkenes.
TL;DR: Highly enantioselective synthesis of nitrocyclopropanes was achieved via the organocatalytic conjugate addition of dimethyl bromomalonate to nitroalkenes and the consequent intramolecular cyclopropanation.
Journal ArticleDOI
Ring-opening, cycloaddition and rearrangement reactions of nitrogen-substituted cyclopropane derivatives
Valentin A. Rassadin,Yvan Six +1 more
Journal ArticleDOI
Efficient Stereoselective Synthesis of Nitrocyclopropanes by the Oxidative Cyclization of Michael Adducts of Nitroolefins with Activated Methylene Compounds
TL;DR: An efficient oxidative cyclopropanation of the Michael adducts of nitroolefins with activated methylene compounds by the combination of iodobenzene diacetate and tetrabutylammonium iodide is reported.
Journal ArticleDOI
Glycosylidene Carbenes. Part 3. Synthesis of Spirocyclopropanes
TL;DR: In this paper, the glycosylidene-derived O-benzylated diazirine (OBDD) was shown to yield good yields to mixtures of the spirocyclopropanes 6/7, 8-11, 12/13, 14,15, 18, and 19.
Journal ArticleDOI
Ti-Mediated Synthesis of Aminocyclopropyl-Substituted Carbohydrates
Christophe R. Laroche,Jean-Bernard Behr,Jan Szymoniak,Philippe Bertus,Richard Plantier-Royon +4 more
TL;DR: Carbohydrates bearing aminocyclopropyl moieties were conveniently prepared from the corresponding nitriles by titanium-mediated addition of Grignard reagents in this article.
References
More filters
Journal ArticleDOI
Metabolism of thymine (methyl-C14 or -2-C14) by rat liver in vitro.
Kay Fink,Kay Fink,Richard E. Cline,Richard E. Cline,Robert B. Henderson,Robert B. Henderson,R. M. Fink,R. M. Fink +7 more
Journal ArticleDOI
β-Aminoisobutyric Acid (α-Methyl-β-Alanine): A New Amino-Acid Obtained from Human Urine
Journal ArticleDOI
Structure, Synthesis, and Properties of Some Persubstituted 1,2-Dintroethanes. In Quest of Nitrocyclopropyl-Anion Derivatives
Yasushi Kai,Paul Knochel,Stefan Kwiatkowski,Jack D. Dunitz,Jean F. M. Oth,Dieter Seebach,Hans‐Otto Kalinowski +6 more
TL;DR: In this paper, the effect of the nitro group as π-electron acceptor on the molecular conformations and bond lengths is discussed, and the root-mean-square librational amplitude of the n-bond is estimated to be about 5.8° at 95 K, corresponding to a rotational barrier of about 9 kcal/mol.
Related Papers (5)
Synthesis of carbohydrate derivatives containing vinylic thioether groups1
Stephen Hanessian,A.P.A. Staub +1 more