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7.1.4.5.7 Variation 7: Transformation of Epoxides

DOI: 10.1055/sos-SD-007-00107

Ooi, T.; Maruoka, K.Science of Synthesis, (20047146.

Aluminum alkoxides are very effective for epoxide ring-opening reactions. α-Pinene oxide rearranges to pinocarvenol in the presence of 1mol% of aluminum triisopropoxide at 100120°C for 1 hour, while pinanone is obtained upon conducting the reaction with 5mol% of aluminum triisopropoxide at 140170°C for 2 hours (Scheme 35).[‌42‌]

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References