Journal
ORGANIC CHEMISTRY FRONTIERS
Volume 7, Issue 18, Pages 2682-2688Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/d0qo00770f
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- Key Scientific Research Project in the Universities of Henan Province [19A150049]
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An unprecedented approach to synthesize spirobutyrolactonepara-dienones frompara-quinone methides and bromo-Meldrum's acids has been developed. A series of spatially congested dispirocyclopropanes are generated by spirocyclopropanation, and their unique reactivities have been explored for the first time in the thermal decarboxylative Cloke-Wilson rearrangement reaction. A variety of spirobutyrolactones are efficiently producedviathe sequential spirocyclopropanation/rearrangement process in two steps with overall yields from 56 to 88%.
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