478303-55-8Relevant academic research and scientific papers
Synthesis of a Diels-Alder precursor for the Elisabethin A skeleton
Heckrodt, Thilo J.,Mulzer, Johann
, p. 1857 - 1866 (2002)
A synthesis of a precursor 2 for the Elisabethin A skeleton is reported. Containing a masked quinone and a (E,Z)-diene sub-unit, it has the required elements for the envisaged intramolecular Diels-Alder reaction to form the tricyclic system of Elisabethin A. Starting from methylresorcinol, the sequence involves the preparation of an arylacetic acid, which was α-alkylated by a chiral building block. Subsequent HWE reaction and cis-selective Wittig olefination furnished the diene with the desired geometry.
