posted on 2013-04-19, 00:00authored bySean C. Butler, Craig J. Forsyth
Several examples of a highly specific,
stereoconvergent intramolecular
Diels–Alder cycloaddition that led to the trans-decalin core of neo-clerodane diterpenoids are
described. The relative configuration adjacent to the dienophile,
which led to C4 of the decalin system, as well as the electron-withdrawing
effects of various substituents and conformational rigidity of the
Diels–Alder precursors were explored.