Abstract
Thujone-derived cyclopropylcarbinols can cleave via three distinct pathways: the exo cleavage, the endo cleavage, and the interesting cyclopropylcarbinyl rearrangement. Factors determining which pathway is adopted under specific conditions are discussed. A short sequence leading to synthesis of the sesquiterpene (+)-β-cyperone is described. Key words: thujone, cyclopropylcarbinols, cyclopropylcarbinyl rearrangement, β-cyperone synthesis.
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