Synthesis of 4-Methyldienoates Using a Vinylogous Horner−Wadsworth−Emmons Reagent. Application to the Synthesis of Trichostatic Acid
The Journal of Organic Chemistry2010Vol. 75(6), pp. 2061–2064
Citations Over TimeTop 17% of 2010 papers
John T. Markiewicz, Douglas J. Schauer, Joakim Löfstedt, Steven J. Corden, Olaf Wiest, Paul Helquist
Abstract
The utility of the unsaturated phosphonate 1 as a vinylogous Horner-Wadsworth-Emmons reagent was explored in reactions with aldehydes affording 4-methyldienoate esters. Factors that affect E/Z selectivity were studied. A simplified synthesis of trichostatic acid 3 was accomplished to demonstrate utility of this reagent.
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