Journal ArticleDOI
Silyl nitronates in organic synthesis. Synthesis of 3(2H)-furanones
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TLDR
In this article, a synthesis of 3(2H)-furanones, a structural element of several natural products, has been developed in which silyl nitronates or nitrile oxides are condensed with vinyl ketones to form 5-acyl-2-isoxazolines which are reduced with titanous ions or catalytically to 1,4-diketo-2.ols and cyclized with sodium acetate in acetic acid.About:
This article is published in Tetrahedron.The article was published on 1983-01-01. It has received 42 citations till now. The article focuses on the topics: Organic synthesis & Silylation.read more
Citations
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Arylglyoxals in synthesis of heterocyclic compounds.
Journal ArticleDOI
An improved procedure for the preparation of 2-isoxazolines
TL;DR: Aldoximes were converted in high yields by N-Chlorosuccinimide into hydroxamic acid chlorides, and corresponding nitrile oxides generated by addition of triethylamine at 40°-50° underwent 1,3-dipolar polar addition to alkenes, giving 2-isoxazolines as discussed by the authors.
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Part I: Nitroalkenes in the synthesis of heterocyclic compounds
TL;DR: The applications of nitroalkenes in the synthesis of three to five-membered O, N and S-heterocycles, including natural products are investigated in this paper.
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Pd-catalyzed carboetherification of beta,gamma-unsaturated oximes: a novel approach to Delta2-isoxazolines.
TL;DR: A novel route to the synthesis of Delta2-isoxazoline derivatives is described, using Xantphos as ligand for the transformation of beta,gamma-unsaturated oximes with aryl bromides via palladium-catalyzed carboetherification.
References
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Volatile flavor compounds from onion
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Volatile Flavor and Aroma Components of Pineapple. l. Isolation and Tentative Identification of 2,5‐Dimethyl‐4‐Hydroxy‐3(2H)‐Furanone
TL;DR: An unstable compound with an intense odor of "burnt pineapple" was isolated as a major component of a pineapple flavor concentrate as discussed by the authors, which was tentatively identified as 2,5-dimethyl-P-hydroxy-3(2H)-furanone (I).
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Synthesis and reactions of simple 3(2H)-furanones
Amos B. Smith,Patricia A. Levenberg,Paula J. Jerris,Robert M. Scarborough,Peter M. Wovkulich +4 more
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Tumor inhibitors. 111. Structure and stereochemistry of jatrophone, a novel macrocyclic diterpenoid tumor inhibitor
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Ein einfacher Zugang zu 4-hydroxy-2,5-dimethyl-3(2H)-furanon (furaneol), einem Aromabestandteil von Ananas und Erdbeere
TL;DR: Furaneol as discussed by the authors, a flavour component of pineapple and strawberry, has been prepared by a two-step synthesis starting with readily available 3-hexyne-2,5-diol.