1319079-18-9

Upstream product

• 70156-97-7 6-bromo-7-methyl-1,4-dioxaspiro<4.4>non-6-ene 
• 80963-36-6 2-bromo-3-methyl-2-cyclopentene-1-one 
• 100-39-0 benzyl bromide 
• 1319079-22-5 (S)-9-bromo-8-methyl-1,4-dioxaspiro[4.4]non-8-en-7-ol 
• 1319079-20-3 9-bromo-8-methyl-1,4-dioxaspiro[4.4]non-8-en-7-one 
• 1319079-39-4 (S)-8-(benzyloxy)-6-bromo-7-methyl-1,4-dioxaspiro[4.4]non-6-ene 
• 2758-18-1 3-Methyl-2-cyclopenten-1-one 

Downstream Products

• 1319079-41-8 4-(benzyloxy)-2-bromo-1-isopropyl-3-methylcyclopent-2-enol 
• 1319079-24-7 (1S,4S)-4-(benzyloxy)-2-bromo-1-isopropyl-3-methylcyclopent-2-enol 
• 1319079-25-8 (1S,4S)-4-(benzyloxy)-2-bromo-3-methyl-1-(prop-1-en-2-yl)cyclopent-2-enol 

Relevant academic research and scientific papers

Enantioselective synthesis of the C10-C20 fragment of fusicoccin A

A synthesis of the fully protected C-ring fragment of the tricyclic diterpene fusicoccin A is reported. The desired cyclopentenyl halides 5a,b are obtained in a total of nine steps. Key transformations of the synthesis sequence are a nonconventional Cr-catalyzed allylic oxidation of a protected intermediate cylcopentenone, a diastereoselective addition of a propenyl Grignard/CeCl3 reagent to the unmasked cyclopentenone, and an asymmetric hydroboration of the isopropenyl substituent. The protected and suitably functionalized C-ring fragment paves the way to explore further the total synthesis of fusicoccin A.