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Upstream product

• 2873-29-2 D-glucal triacetate 
• 71-43-2 benzene 
• 3958-47-2 triphenylindium 
• 52485-06-0 3,4,6-tri-O-acetyl-D-glucal 
• 100-63-0 phenylhydrazine 
• 13265-84-4 D-glucal 
• 14125-64-5 (2R,3R)-3-hydroxy-2-(hydroxymethyl)-2H-pyran-4(3H)-one 
• 1075748-94-5 C₃₈H₄₆O₄Si₂ 
• 13265-84-4 1,2-didehydrodideoxyallose 
• 66003-76-7 Diphenyliodonium triflate 
• 591-50-4 iodobenzene 
• 1078-58-6 diphenylzinc 
• 108-86-1 bromobenzene 
• 125472-23-3 phenyl 4,6-di-O-acetyl-2,3-dideoxy-1-sulfonyl-α-D-erythro-hex-2-enopyranoside 

Relevant academic research and scientific papers

Palladium(ii)-catalyzed stereoselective synthesis of: C-glycosides from glycals with diaryliodonium salts

An efficient palladium(ii) mediated C-glycosylation of glycals with diaryliodonium salts is described, providing a new strategy for the synthesis of 2,3-dideoxy C-Aryl glycosides with excellent stereoselectivity. The C-glycosylation of a diverse range of

Oxidative heck reaction of glycals and aryl hydrazines: A palladium-catalyzed C-glycosylation

An efficient Heck-type C-glycosylation of glycals via the C-N bond cleavage of aryl hydrazines has been developed. The flexibility of the reaction was tested by the substrate scope, consisting of glycals from different carbohydrate origins as well as aryl hydrazines with various substituents. Pure α-C-glycosides were obtained when (3R)-glycals were employed, whereas α,β mixtures were observed with (3S)-glycals.

Synthesis of alkyl and aryl C-pyranosides using organozinc reagents via a Ferrier-type rearrangement

The reaction of 1,2-dihydropyranyl acetates with dimethylzinc, diethylzinc and diphenylzinc in the presence of CF3COOH gave the corresponding alky and aryl C-pyranosides via a Ferrier rearrangement in excellent yields. Use of the organozinc species, CF3CO2ZnPh, reacted with high stereoselectivity to give the phenyl C-glycosides. Arylzinc chlorides could also be successfully applied to this reaction in the presence of BF 3?OEt2.

Synthesis of C-aryl-Δ2,3-glycopyranosides via uncatalyzed addition of triarylindium reagents to glycals

2,3-Unsaturated-C-aryl glycopyranosides are important intermediates in the synthesis of medicinally important C-aryl glycosides. Treatment of glycal acetates with triarylindiums in ether at room temperature gives good yields of C-aryl-Δ2,3-glyc

SUBSTITUTION REACTIONS OF 2-BENZENESULPHONYL CYCLIC ETHERS WITH CARBON NUCLEOPHILES

Direct substitution of 2-benzenesulphonylcyclic ethers was studied using a variety of carbon nucleophiles.These nucleophiles included organozinc reagents (derived from aryl, vinyl and alkynyl Grignard reagents) or silyl enol ethers, silyl ketene acetals,

Arylation de glycals catalysee par les sels de palladium: nouvelle synthese de C-glycosides

The arylation of peracetylated glycals catalyzed by palladium salts provides a new synthesis of C-glycosides.The title reaction is applied to several aromatic compounds, including fluoro and nitro derivatives.The regioselectivity of the reaction with respect to the aromatic nucleus is explained by the formation of an arylpalladium directly from the aromatic compound and the salt.A two-step mechanism, involving syn-addition of the arylpalladium to the glycal double bond, followed by a syn-elimination is proposed and discussed.