Products of reaction between caryophyllene 4beta,5alpha-epoxide and carbonyl compounds (acrolein, crotonaldehyde, alpha-methacrolein, and acetone) were synthesized on clay. Two diastereomers in reaction with each aldehyde and a single isomer with acetone were obtained. In reaction of the epoxide with acetone an isomerization product was isolated, 4,4,9-trimethyltricyclo[6.2.2.0(1.5)]dodec-9-en-2beta-ol that was unknown before.
Products of reaction between caryophyllene 4beta,5alpha-epoxide and carbonyl compounds (acrolein, crotonaldehyde, alpha-methacrolein, and acetone) were synthesized on clay. Two diastereomers in reaction with each aldehyde and a single isomer with acetone were obtained. In reaction of the epoxide with acetone an isomerization product was isolated, 4,4,9-trimethyltricyclo[6.2.2.0(1.5)]dodec-9-en-2beta-ol that was unknown before.