Synthesis

Synthesis of a Diels-Alder precursor for the elisabethin A skeleton

TJ Heckrodt, J Mulzer

Index: Heckrodt, Thilo J.; Mulzer, Johann Synthesis, 2002 , # 13 p. 1857 - 1866

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Citation Number: 9

Abstract

Abstract A synthesis of a precursor 2 for the Elisabethin A skeleton is reported. Containing a masked quinone and a (E, Z)-diene subunit, 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 ...