Journal ArticleDOI
Réaction du diméthyl(diazométhyl)phosphonate sur des glucides réducteurs: synthèse de glyco-1-ynitols
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TLDR
In this article, aldose derivatives with dimethyl(diazomethyl)phosphonate, generated in situ by methanolysis of dimethyl 1-diazo-2-oxopropyl (1-Dioxo-2)-phosphorus, leads to glyco-1-ynitols derivatives.About:
This article is published in Tetrahedron Letters.The article was published on 2000-08-12. It has received 28 citations till now. The article focuses on the topics: Phosphonate & Aldose.read more
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Synthesis of seven-membered ring glycals via endo-selective alkynol cycloisomerization.
TL;DR: This novel transformation of alkynyldiols 1 to corresponding seven-membered cyclic enol ethers 2 under tungsten carbonyl catalysis proceeds with good yields and virtually complete regioselectivity for all diastereomers, favoring the product 2 resulting from endo-mode cyclization.
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Concise Approach to the "Higher Sugar" Core of the Nucleoside Antibiotic Hikizimycin
Alois Fürstner,Margarita Wuchrer +1 more
TL;DR: A highly productive synthesis of phenylthio glycoside 33 is described which constitutes a fully functional surrogate for the hikosamine core of hikizimycin 1, a complex nucleoside antibiotic endowed with promising anthelmintic properties.
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Synthesis of 3-carbonyl pyrazole-5-phosphonates via 1,3-dipolar cycloaddition of Bestmann–Ohira reagent with ynones
TL;DR: This work explores the hitherto unexplored reactivity of ynones as dipolarophiles with Bestmann–Ohira reagent to find di-ynones and molecules possessing both ynone and enone functionalities provide only monocycloaddition products.
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Practical one-step synthesis of ethynylglycine synthon from Garner's aldehyde
TL;DR: In this paper, a simple, efficient and practical synthesis of (R)-2,2-dimethyl-3-(tert-butoxycarbonyl)-4-ethynyloxazolidine (ETHynylglycine synthon) is described.
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Remarkable stereoselectivity in intramolecular Borono-Mannich reactions: synthesis of conduramines.
Stéphanie Norsikian,Jean-François Soulé,Alexandre Cannillo,Régis Guillot,Marie-Elise Tran Huu Dau,Jean-Marie Beau +5 more
TL;DR: An unprecedented intramolecular Petasis condensation provides a novel approach to biologically important conduramines by producing compounds with an exclusive anti stereoselectivity for the newly created β-amino alcohol motif.
References
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Journal ArticleDOI
Methanolysis of Dimethyl (1-Diazo-2-oxopropyl) Phosphonate: Generation of Dimethyl (Diazomethyl) Phosphonate and Reaction with Carbonyl Compounds
TL;DR: Dimethyl (1-diazo-2-oxopropyl) phosphonate (3) was transformed to dimethyl (diazomethyl)-phosphonate(4), which was used for the synthesis of enol ether or alkyne without isolation.
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1,2-Dideoxy-3,4:5,7-bis-O-(1-methylethylidene)-D-gluco- and D-galacto-hept-1-ynitols: synthesis and conformational studies
TL;DR: In this article, 1,2-Dideoxy-3,4:5,7-bis-O -(1-methylethylidene)-D-gluco -and D- galacto -hept-l-ynitols were synthesized starting respectively from benzyl α,β-Dglucopyranoside and benzyl β-D-galactopyranoide by bis-acetonidation, hydrogenolysis, Wittig reaction with chloromethylenetriphenylphosphor
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Generation of aldehydic enol ethers and enamines by olefination of ketones
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Synthesis of uracil polyoxin C from uridine
TL;DR: An improved procedure for the asymmetric synthesis of uracil polyoxin C (UPOC) from 2′,3′-O-isopropylideneuridine-5′-aldehyde was reported in this paper.
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Radical cyclisation of carbohydrate alkynes: synthesis of highly functionalised cyclohexanes and carbasugars
TL;DR: Carbohydrate alkynes undergo 6-exo radical cyclisation to afford cyclohexanes resulting in the synthesis of carbasugars as mentioned in this paper, which is a type of carbine.