A stereocontrolled synthesis of delta-trans-tocotrienoloic acid |
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Authors: | Maloney David J Hecht Sidney M |
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Institution: | Department of Chemistry, University of Virginia, Charlottesville, Virginia 22901, USA. |
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Abstract: | reaction: see text] A concise stereoselective total synthesis of a naturally occurring polymerase beta inhibitor, delta-trans-tocotrienoloic acid (2), is described. The key step in the synthesis is an acid-catalyzed cyclodehydration reaction. Additionally, this report corrects a previously reported structural assignment, defines the absolute stereochemistry of 2, and defines key structural requirements for polymerase beta inhibition. |
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