A new and efficient method for o-quinone methide intermediate generation: application to the biomimetic synthesis of the benzopyran derived natural products (±)- …
R Rodriguez, JE Moses, RM Adlington…
Index: Rodriguez, Raphael; Moses, John E.; Adlington, Robert M.; Baldwin, Jack E. Organic and Biomolecular Chemistry, 2005 , vol. 3, # 19 p. 3488 - 3495
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Citation Number: 40
Abstract
Lucidene and alboatrin are complex benzopyran derived natural products. A key step in their biogenesis may involve a hetero Diels–Alder cycloaddition between an o-quinone methide intermediate with a simple, or activated tri-substituted olefin. Experimental evidence is provided to support this hypothesis, with the biomimetic synthesis of both (±)-lucidene and (±)-alboatrin successfully achieved using a new and efficient method for o-quinone ...
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