Alexander Pulis - Short Stereoselective Synthesis of the Phytophthora Universal Mating Hormone Alpha 1 using Lithiation/Borylation Reactions

Document created by Alexander Pulis on Aug 22, 2014Last modified by Alexander Pulis on Jul 6, 2015
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  Publication Details (including relevant citation   information):

  Angew.   Chem. Int. Ed. 2014,   53, 4382-4385

  DOI:   10.1002/anie.201400714

    A. P.   Pulis, P.   Fackler and V. K. Aggarwal


  The universal mating hormone α1 of the virulent   plant pathogen Phytophthora has been synthesized in 12   steps and 28% overall yield. Key   C-C bond-forming steps involved the use of two   lithiation/borylation reactions to couple together   enantioenriched building blocks, one of which also set up the   stereochemistry of the tertiary alcohol at C11. Detailed analysis   showed that the diastereomeric purity of the target molecule was   >91%,   the highest obtained to date.

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