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Please login to access the full content or check if you have access via Variation 2: Solvolysis of Cyclopropyl 4-Toluenesulfonates

DOI: 10.1055/sos-SD-047-00309

Lu, J.-M.; Shao, L.-X.; Shi, M.Science of Synthesis, (201047762.

Under solvolytic conditions, cyclopropyl 4-toluenesulfonates usually undergo concerted ionization and disrotatory ring opening into allyl cations. For example, solvolysis of the 4-toluenesulfonate 40 in the presence of triethylamine leads to the allylic alcohol 41 in 90% yield (Scheme 9).[‌18‌]

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