38005-88-8

Upstream product

• 116536-41-5 methyl (2Z,6S)-(+)-6,7-isopropylidenedioxy-7-methyl-3-phenylthio-2-octenoate 
• 116660-95-8 methyl (2E,6E,10S)-(-)-10,11-isopropylidenedioxy-3,7,11-trimethyl-2,6-dodecadienoate 
• 116536-46-0 methyl (2E,6E,10S)-(-)-10-acetoxy-11-hydroxy-3,7,11-trimethyl-2,6-dodecadienoate 
• 61262-62-2 (6S,2E)-6,7-Isopropylidendioxy-3,7-dimethyl-2-octensaeure-methylester 
• 37133-77-0 methyl (2E,6E,10S)-(-)-10,11-dihydroxy-3,7,11-trimethyl-2,6-dodecadienoate 
• 116536-40-4 methyl (S)-(-)-6,7-isopropylidenedioxy-7-methyl-2-octynoate 
• 116536-33-5 (S)-(+)-5-acetoxy-6,6-dimethyl-heptanolide 
• 116536-38-0 (3S,6RS)-6,7-dibromo-2,3-isopropylidenedioxy-2-methylheptane 
• 116536-37-9 (S)-(+)-2,3-isopropylidenedioxy-2-methyl-6-heptene 
• 116536-39-1 (S)-(-)-2,3-isopropylidenedioxy-2-methylheptyne 
• 116536-35-7 (S)-(-)-5,6-isopropylidenedioxy-6-methyl-1-heptanol 
• 116536-34-6 (S)-6-methylheptane-1,5,6-triol 
• 61262-97-3 (4'S,2E)-3-methyl-5-(2',2',5',5'-tetramethyl-1',3'-dioxolan-4'-yl)-2-penten-1-ol 
• 3675-00-1 methyl (E,E)-farnesoate 

Downstream Products

• 88243-82-7 (2E,6E)-(S)-10,11-epoxy-3,7,11-trimethyldodeca-2,6-dienoic acid 

Relevant academic research and scientific papers

SYNTHESIS OF BOTH THE ENANTIOMERS OF JUVENILE HORMONE III

Both the enantiomers (ca.100percent e.e.) of juvenile hormone III were synthesized employing (S)-3-hydroxy-2,2-dimethylcyclohexanone as a single chiral source.

Enantioselective synthesis of juvenile hormone III in three steps from methyl farnesoate

The asymmetric dihydroxylation of methyl farnesoate resulted in regioselective dihydroxylation of the 10,11 olefin to give the (10S) and (10R)-(2E,6E)-10,11-dihydroxy-3,7,11-trimethyl-2,6-dodecadienoates in high ee. These diols were converted to juvenile hormone III and its enantiomer.