Abstract
The title natural product, 1, has been synthesized in 20 steps from the enantiomerically pure cis-1,2-dihydrocatechol 2, itself obtained through the whole-cell biotransformation of toluene. The pivotal steps in the reaction sequence involve a Diels-Alder cycloaddition reaction between diene 2 and cyclopentenone (3) and the photochemically promoted 1,3-acyl rearrangement of the bicyclo[2.2.2]oct-4-en-1-one 20 derived from the cycloadduct 4.
Original language | English |
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Pages (from-to) | 1934-1937 |
Number of pages | 4 |
Journal | Organic Letters |
Volume | 15 |
Issue number | 8 |
DOIs | |
Publication status | Published - 19 Apr 2013 |