A thermal decarboxylative Cloke–Wilson rearrangement of dispirocyclopropanes derived from para -quinone methides and bromo-Meldrum's acids: an approach to synthesize spirobutyrolactone para -dienones
An unprecedented approach to synthesize spirobutyrolactone para -dienones from para -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 t...
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Veröffentlicht in: | Organic Chemistry Frontiers 2020-09, Vol.7 (18), p.2682-2688 |
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Hauptverfasser: | , , , , |
Format: | Artikel |
Sprache: | eng |
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Online-Zugang: | Volltext |
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Zusammenfassung: | An unprecedented approach to synthesize spirobutyrolactone
para
-dienones from
para
-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 produced
via
the sequential spirocyclopropanation/rearrangement process in two steps with overall yields from 56 to 88%. |
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ISSN: | 2052-4129 2052-4110 2052-4129 2052-4110 |
DOI: | 10.1039/D0QO00770F |