464184-47-2

Upstream product

• 53267-67-7 cyclohexa-2,5-dienylethanal diethylacetal 
• 464184-44-9 (1S,3R,5R,6R,8S)-3-methoxy-5,6-diphenyl-4,7-dioxabicyclo[6.4.0]dodec-11-en-1-ol 
• 464184-42-7 (1R,3R,4R,6R,8R,12R)-12-bromo-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene 
• 464184-43-8 (1S,3R,4R,6R,8R)-6-methoxy-3,4-diphenyl-2,5-dioxabicyclo[6.4.0]dodec-9-ene 
• 464184-41-6 (4R,5R)-2-(2,5-cyclohexadienylmethyl)-4,5-diphenyl-1,3-dioxolane 
• 52340-78-0 (R,R)-hydroxybenzoin 
• 464184-46-1 (1S,6S)-1-(2,2-dimethoxyethyl)-6-[(1R,2R)-2-hydroxyethoxy-1,2-diphenyl]cyclohex-2-en-1-ol 

Downstream Products

• 464184-48-3 (1S,2R,3S,6S)-2-(2,2-Dimethoxy-ethyl)-7-oxa-bicyclo[4.1.0]heptane-2,3-diol 

Relevant academic research and scientific papers

Concise asymmetric synthesis of a model compound, (4S,5S,6S)-6-(2,2-dimethoxy)ethyl-4,5-epoxy-6-hydroxy-2-cyclohexenone, for the cyclohexenone core of scyphostatin

The optically pure cyclohexenone core of scyphostatin (1) has been synthesized from cyclohexadiene acetal 5. The crucial aspects of our synthesis include the intramolecular bromoetherification of 5, the SeO2 oxidation of 7, and the enone formation of 13 to 4 in the final step.