607376-15-8

Upstream product

• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 188945-41-7 ethyl di-O-tolylphosphonoacetate 
• 591-51-5 phenyllithium 
• 607376-14-7 ethyl 2,2-dimethyl-6-phenyl-(3aR,4S,6R,6aR)-perhydrofuro[3,4-d][1,3]dioxole-4-carboxylate 
• 949493-64-5 (4S,6S,6aS,3aR)-2,2-dimethyl-6-phenylperhydrofuro[3,4-d][1,3]dioxol-4-ylmethanol 
• 949573-15-3 (2S,4S,5S,3R)-2-hydroxymethyl-5-phenyltetrahydro-3,4-furandiol 
• 949493-62-3 (-)-2',3'-didehydro-1',2',3'-trideoxy-1'-phenyl-α-D-ribofuranose 

Relevant academic research and scientific papers

Total synthesis of (-)-isoaltholactone

A short and efficient stereoselective synthesis of a styryllactone (-)-isoaltholactone has been achieved in seven steps and 33% overall yield, starting from the readily available carbohydrate D-mannose. The key steps of our synthesis involve intramolecula

Stereoselective Heck-Matsuda arylations of chiral dihydrofurans with arenediazonium tetrafluoroborates; an efficient enantioselective total synthesis of (-)-isoaltholactone

The Heck-Matsuda arylation of chiral 2-(S)-hydroxymethyl dihydrofurans (endocyclic enolethers) and its derivatives, employing arenediazonium tetrafluoroborates, was developed into a highly efficient, practical and diastereoselective synthetic process. This methodology was applied to the total synthesis of the styryllactone (-)-isoaltholactone in seven steps with an overall yield of ～25%, from the readily available chiral 2-hydroxymethyldihydrofuran. The strategy permits the synthesis of several other aromatic analogues of isoaltholactone. Georg Thieme Verlag Stuttgart.

Highly stereoselective synthesis of antitumor agents: Both enantiomers of goniothales diol, altholactone, and isoaltholactone

A flexible stereoselective route to synthesize both enantiomers of the highly functionalized substituted tetrahydrofurans and α,β- unsaturated-δ-lactones, goniothales diol, altholactone, and isoaltholactone, from readily available cinnamyl alcohol is described. This approach derived its asymmetry from Sharpless catalytic asymmetric epoxidation and Sharpless asymmetric dihydroxylation reactions. The resulting diols were produced in high enantiomeric excess and were cyclized in a stereoselective manner in the presence of a catalytic amount of camphor sulfonic acid.

A concise and stereoselective synthesis of both enantiomers of altholactone and isoaltholactone

A concise and flexible stereoselective route to synthesize both enantiomers of the highly functionalized α,β-unsaturated-δ-lactones, altholactone and isoaltholactone, from readily available cinnamyl alcohol is described. This approach derived its asymmetry from Sharpless catalytic asymmetric epoxidation and Sharpless asymmetric dihydroxylation reactions. The resulting diols were produced in high enantiomeric excess and were cyclized in a stereoselective manner in the presence of a catalytic amount of camphor sulphonic acid.