Long-Range Strategies in the LHASA Program: The Quinone Diels−Alder Transform

Abstract

The quinone Diels−Alder (QDA) reaction has considerable synthetic power in terms of introducing structural complexity. As a consequence, the corresponding transform is a worthwhile goal in retrosynthetic analysis and therefore has been implemented as a transform-goal, or long-range, strategy in the LHASA program. The implemented strategy allows LHASA to convert any suitable target containing the decalin ring system into a tetrahydronaphthoquinone to which the QDA transform can be directly applied. Illustrative examples of retrosynthetic sequences produced by the long-range transform are given.