121980-49-2

Upstream product

• 5707-04-0 Phenylselenyl chloride 
• 121980-48-1 (3R)-3-hydroxy-7-phenylhept-5-enoic acid 
• 121980-48-1 (Z)-(R)-3-Hydroxy-7-phenyl-hept-5-enoic acid 
• 133961-74-7 methyl (3R)-3-hydroxy-7-phenylhept-5-enoate 
• 591-51-5 phenyllithium 
• 53213-26-6 (2-phenylethyl)triphenylphosphonium bromide 
• 109462-44-4 (R)-3-hydroxy-5-hexenoic acid methyl ester 
• 121980-46-9 methyl (3R)-3-<(t-butyl)dimethylsilyloxy>-7-phenylhept-5-enoate 
• 121980-45-8 (3R)-(-)-methyl 3-<(tert-butyldimethylsilyl)oxy>-4-formylbutanoate 
• 121980-44-7 methyl (3R)-3-<(t-butyl)dimethylsilyloxy>hex-5-enoate 

Downstream Products

• 70633-85-1 (4R,6S,1'E)-4-hydroxy-6-(2'-phenylvinyl)-3,4,5,6-tetrahydro-2H-pyran-2-one 
• 70633-86-2 (4R,6R,1'E)-4-hydroxy-6-(2'-phenylvinyl)-3,4,5,6-tetrahydro-2H-pyran-2-one 
• 22639-28-7 (R)-goniothalamin 
• 122046-62-2 (S)-goniothalamin 

Relevant academic research and scientific papers

An Alternative Approach to Mevinic Acid Analogues from Methyl (3R)-(-)-3-Hydroxyhex-5-enoate and an Extension to Unambiguous Syntheses of (6R)-(+)- and (6S)-(-)-Goniothalamin

Ozonolysis of the 3-silyloxyhexenoate 12, derived from the yeast reduction product methyl (3R)-(-)-3-hydroxyhex-5-enoate 6 and having an enantiomeric enrichment of 78percent, followed by Wittig homologation and selenolactonization leads to the unsaturated mevinic acid analogues 17 and 18.Subsequent dehydration gives both enantiomers of the natural product goniothalamin 20 and 21.