Access to Orthogonal Protected Phenols – Synthesis of a Silylated Quinol

Shahzad A. Siddiqi 1  and Thilo J. Heckrodt 1
  • 1 Institut für Organische Chemie, Universität Wien, Währinger Straße 38, A-1090 Wien, Austria

Herein we describe the synthesis of t-butyldimethylsilyl protected quinol (9), using an oxidation/ reduction sequence to create the desired orthogonality. The title compound acts as a synthetic equivalent for a quinone, required in the total synthesis of Elisabethin A. It contains a masked quinone and therefore is a suitable precursor for the quinone moiety of this diterpenoid.

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Zeitschrift für Naturforschung B is an international scientific journal which publishes original papers, microreviews, and letters from all areas of inorganic chemistry, solid state chemistry, coordination chemistry, molecular chemistry, and organic chemistry.