15255-24-0

Upstream product

• 124175-73-1 2-tert-butoxy-5,6-epoxy-3-methyl-5-(trimethylsilyl)cyclohex-2-ene-1,4-dione 
• 124175-83-3 2-tert-butoxy-3-methyl-5-(trimethylsilyl)cyclohexa-2,5-diene-1,4-dione 
• 124175-84-4 3-tert-butoxy-2-methyl-5-(trimethylsilyl)cyclohexa-2,5-diene-1,4-dione 
• 124175-64-0 2-tert-butoxy-3-methylcyclohexa-2,5-diene-1,4-dione 
• 124175-65-1 2-tert-butoxy-5,6-epoxy-3-methylcyclohex-2-ene-1,4-dione 

Relevant academic research and scientific papers

Synthesis of Hydroxyquinones and Related Compounds: Semisquaric Acids, (+/-)-Terreic Acid, (+/-)-Perezone, and (+/-)-Isoperezone

tert-Butoxyquinones were prepared from the thermal ring expansion of 4-alkynyl-, 4-alkenyl-, and 4-aryl-tert-butoxycyclobutenones and shown to be readily converted to hydroxyquinones upon treatment with trifluoroacetic acid at low temperature.This is a useful transformation since no reliable general route to hydroxyquinones has previously been available.The synthetic scope of this methodology as well as its specific utilization in the synthesis of a semisquaric acid, and the natural products, (+/-)-terreic acid, (+/-)-perezone, and (+/-)-isoperezone, are described.