929033-26-1

Upstream product

• 74185-00-5 (3R,6S)-3-methyl-6-(prop-2-yl)-1-trimethylsilyloxy-cyclohexene 
• 10458-14-7 (2R,5S)-menthone 
• 412324-05-1 (3R,6S)-6-Isopropyl-3-methyl-cyclohex-1-enol 

Downstream Products

• 929033-27-2 (3S,6R)-1-bromo-2-methoxy-3-(prop-2-yl)-6-methylcyclohexene 
• 929032-87-1 (3'S,6'R)-4-hydroxy-4-(2'-methoxy-6'-methyl-3'-(prop-2-yl)-cyclohex-1-enyl)-2,3-dimethoxy-cyclobut-2-enone 
• 929032-89-3 (3'S,6'R)-4-hydroxy-4-(2'-methoxy-6'-methyl-3'-(prop-2-yl)-cyclohex-1-enyl)-2-methyl-3-(tert-butoxy)-cyclobut-2-enone 

Relevant academic research and scientific papers

Several monoterpenoid bromination products

2α-Bromo,10β-pinanone-3 and 3α-bromo,10β-pinanone-4 were formed with 92-98% selectivity by bromination of isopinocamphone and cis-verbanone with Meldrum's acid dibromide. 3α-Bromo, 10β-pinanone-4 was prepared for the first time. Its structure was confirmed by an XSA. Bromination of menthone by Meldrum's acid dibromide formed mainly a mixture of diastereomeric 2-bromomenthones in a 2:1 ratio. Oxidative bromination of isopinocampheol by Ce(III)-LiBr-H2O2 caused rearrangement of the pinane structure into bornane and formed a mixture of 6-endo- and 6-exo-bromocamphor in a 5:1 ratio.

Thermally induced cyclobutenone rearrangements and domino reactions

(Chemical Equation Presented) Four thermal-rearrangement pathways and a domino reaction leading to quinones arise from the thermolysis of cyclobutenones. The course of vinylcyclobutenone rearrangements is dictated by the nature of the substituent, R (see