157379-99-2

Upstream product

• 2136-75-6 (triphenylphosphoranylidene)acetaldehyde 
• 81577-69-7 [2R,4R,5R]-5-hydroxy-2-phenyl-[1,3]dioxane-4-carbaldehyde 

Downstream Products

• 77977-07-2 1-O-benzoyl-4,6-O-benzylidene-2-deoxy-3-O-methyl-α-D-arabino-hexopyranose 
• 77977-08-3 1-O-benzoyl-4,6-O-benzylidene-2-deoxy-3-O-methyl-β-D-ribo-hexopyranose 
• 175670-62-9 (2R,4S,5R)-4-((E)-Buta-1,3-dienyl)-2-phenyl-[1,3]dioxan-5-ol 
• 175469-97-3 (2R,3S,4E)-2-O-Benzyl-1,3-O-benzylidene-hepta-4,6-diene-1,2,3-triol 
• 175670-63-0 (2R,3S,4E)-2-O-Acetyl-1,3-O-benzylidene-hepta-4,6-diene-1,2,3-triol 

Relevant academic research and scientific papers

Diastereo-controlled DielsAlder cycloadditions of erythrose benzylidene-acetal 1,3-butadienes by 4-substituted-1,2,4-triazoline-3,5-dione: Evidence for the stereoelectronic effects on the dienes

Erythrose benzylidene-acetal 1,3-butadienes are studied as partners in DielsAlder cycloadditions. A high diastereofacial improvement is found in cases where both the alcohol function is protected and a π π interaction between the diene and dienophile is possible. Several competing factors have been studied independently in order to explain its influence on the selectivity of the cycloadditions.

STEREOCHEMICAL STUDY OF CYCLOADDITIONS USING ERYTHROSE AND THREOSE BASED DIENES AS SOURCE OF 2-NONULOSONIC ACID ANALOG

The stereochemical outcome of the hetero Diels Alder reaction of an erythrose based diene with sodium glyoxylate was rationalyzed by preparing the same compounds via decarboxylation of 2-carbethoxy-2-deoxy-2-ulosonic esters, obtained by cycloaddition with diethyl ketomalonate.Further chemical transformations of cycloadducts allowed us to prepare a series of new 2-nonulosonic acid derivatives.

A ROUTE TO C2-METHYL-HEX-2-ENOPYRANOSE SYNTHONS

A synthesis of 4,6-O-benzylidene-2,3-dideoxy-2C-methyl-D-erythro-1,5-lactone is described.This compound is seen as a general synthon for compounds having 2C-methyl-hex-2-enopyranose skelet which are required as precursors for intramolecular Diels Alder ro