1392302-22-5

Upstream product

• 1309953-47-6 2,4-bis(benzyloxy)-6-(2,2-dimethoxyethyl)benzaldehyde 

Downstream Products

• 1392302-24-7 1-(2,4-bis(benzyloxy)-6-(2,2-dimethoxyethyl)phenyl)-2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)ethanone 
• 1392302-23-6 1-(2,4-bis(benzyloxy)-6-(2,2-dimethoxyethyl)phenyl)-2-((2S,6R)-6-methyltetrahydro-2H-pyran-2-yl)ethanone 
• 1392302-25-8 methyl 2-(3,5-bis(benzyloxy)-2-(2-((2R,6R)-6-methyltetrahydro-2H-pyran-2-yl)ethanoyl)phenyl)ethanoate 

Relevant academic research and scientific papers

Total synthesis of curvulone B and a proposed structure for dothiorelone B; Determination of the configuration of curvulone B and structural revision of phomopsin A

The total synthesis of curvulone B was achieved, and its absolute configuration unambiguously established, as had been determined by TD-DFT ECD calculations on the computed solution conformers. Key features of the synthesis were an olefin cross-metathesis of an α,β-unsaturated ketone as a common key building block with (R)-6-triethylsilyloxyhept-1-ene, and an intramolecular oxy-Michael addition of the hydroxyl enone obtained therefrom. An intermolecular metathesis of the enone with (S)-5-benzyloxyhept-ene also enabled us to prepare a proposed structure for dothiorelone B, thus leading to the confirmation of the structural revision of phomopsin A, a novel nine-membered cyclic phenol ether.2012 Elsevier Ltd.