185216-23-3

Upstream product

• 116-11-0 2-Methoxypropene 
• 174757-50-7 (1R,2S,3S)-3,4-epoxy-1-phenylbutane-1,2-diol 

Downstream Products

• 214678-55-4 (R)-4-Benzenesulfonyl-6-((1R,2R)-1,2-dihydroxy-2-phenyl-ethyl)-tetrahydro-pyran-2-one 
• 96422-53-6 (6R,7R,8R)-goniodiol-7-monoacetate 
• 146236-73-9 (+)-goniodiol 
• 136778-40-0 7,8-di-O-acetyl-goniodiol 
• 144429-71-0 (6R,7R,8R)-goniodiol-8-monoacetate 

Relevant academic research and scientific papers

Enantioselective synthesis of (+)-goniodiol and of its naturally occurring acetylated analogs

A novel route to enantioenriched (+)-goniodiol and its natural acetylated derivatives, potent cytotoxic compounds, is described. The main features of this synthesis are transfer of the asymmetric information of the scalemic allenic alcohol 5 to the α- and β- carbons through highly diastercoselective reactions and introduction of the α,β-unsaturated lactone moiety by the Ghosez' methodology.

Easy access to an enantiopure precursor of (+)-goniodiol

Asymmetric synthesis of the epoxide 2 has been achieved from (R)-mandelic acid 3 via highly diastereoselective Wittig reaction and erythro-selective OsO4 catalyzed cis-hydroxylation as key steps. Copyright (C) Elsevier Science Ltd.

Total synthesis of (+)-goniodiol

Cytotoxic styryl lactone, (+)-goniodiol 1, was prepared in enantioenriched form (33 92%) in 15 steps from the α-(α'-alkoxyallenic) alcohol 5.