607406-41-7

Upstream product

• 173044-28-5 (E)-2-bromo-4-(tert-butyldiphenylsilyloxy)-2-butene 
• 607406-40-6 (1S,4R)-5-[3-(methoxymethoxy)propyl]-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-one 
• 607405-58-3 (1S,4S,5R)-4,7,7-trimethyl-5-[(tetrahydro-2H-pyran-2-yl)oxy]bicyclo[2.2.1]hept-2-en-2-ol trifluoromethanesulfonate 
• 607406-39-3 (1S,2R,4R)-5-[3-(methoxymethoxy)propyl]-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-ol 
• 607405-69-6 tetrahydro-2-[[(1S,2R,4R)-5-[3-(methoxymethoxy)propyl]-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-yl]oxy]-2H-pyran 
• 607405-65-2 2-[[(1S,2R,4R)-5-allyl-1,7,7-trimethylbicyclo[2.2.1]hept-5-en-2-yl]oxy]tetrahydro-2H-pyran 

Downstream Products

• 896445-03-7 (3aR,6S,7S,7aR)-7-[(tert-butyldiphenylsilyloxy)methyl]-3,3a,4,6,7,7a-hexahydro-7a-[3-(methoxymethoxy)propyl]-2,3,3,6-tetramethyl-5H-inden-5-one 
• 607405-74-3 (3aR,6R,7S,7aR)-7-[(tert-butyldiphenylsilyloxy)methyl]-3,3a,4,6,7,7a-hexahydro-7a-[3-(methoxymethoxy)propyl]-2,3,3,6-tetramethyl-5H-inden-5-one 

Relevant academic research and scientific papers

Total synthesis of dumsin. 1. Retrosynthetic strategy and the elaboration of key intermediates from (-)-bornyl acetate

An intramolecular anionic oxy-Cope rearrangement (44 → 46) serves as the key step in a synthetic approach to the insect antifeedant dumsin. Initial investigations clarified the manner in which (-)-bornyl acetate may be transformed into the exo-norbornenol