700871-02-9

Upstream product

• 137585-73-0 5,6-dideoxy-1,2-O-(isopropylidene)-6-phenyl-α-D-xylo-hexofuranose 
• 700870-90-2 (3aR,6aR)-2,2-Dimethyl-5-phenethyl-3a,6a-dihydro-furo[2,3-d][1,3]dioxole 
• 700870-99-1 (3aR,5S,6aS)-2,2-Dimethyl-5-phenethyl-dihydro-furo[2,3-d][1,3]dioxol-6-one 
• 700870-91-3 5,6-dideoxy-1,2-O-(isopropylidene)-6-phenyl-β-L-arabino-hexofuranose 
• 700871-00-7 5,6-dideoxy-1,2-O-isopropylidene-3-O-(4-methoxybenzyl)-6-phenyl-β-L-lyxo-hexofuranose 

Downstream Products

• 700871-03-0 ethyl (4S,5S)-4-(4-methoxybenzyloxy)-5-formyloxy-7-phenyl-(2Z)-heptenoate 

Relevant academic research and scientific papers

Facile One-Step Synthesis of β-Alkoxy Lactone via Sequential Lactonization and 1,4-Addition of Alkoxide Group: Total Synthesis of All Stereoisomers of Dihydrokawain-5-ol

We describe here a divergent total synthesis of all of the four stereoisomers of dihydrokawain-5-ol starting from α-D-glucose. The approach involves the use of Ando's modification of Horner-Wadsworth-Emmons homologation to give a α,β-unsaturated ester. Subsequently, lactonization and 1,4-addition of OMe group in one step provided a γ-lactone, which was converted into the target compounds in two steps.