Selective rearrangements of 4a,5-epoxides of 4,4-dimethyl-1,2,3,4,6,8a-hexahydronaphthalenes.

✍ Scribed by Steven P. Tanis; Yousef M. Abdallah; Paul G. Williard

• Publisher: Elsevier Science
• Year: 1985
• Tongue: French
• Weight: 303 KB
• Volume: 26
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)89214-x

✦ Synopsis

g oxidation selectivity of a number of 4 r-dimethyl-1,2,3,4,6,8a-hexahydronapht alenes 4 were examined. Exposure of the isolated a-epoxides 7 provided excellent yields (79-92x) of rearranged fused indene-oxetanes 8. Treatment of dF_epoxides 5 with BF3* OEtz also yields oxetanes 6 and related alcohols 9 and 10.