Application of acyl cyanophosphorane methodology to the synthesis of protease inhibitors: poststatin (cas 135219-43-1), eurystatin, phebestin, probestin and bestatin

Add time:08/09/2019    Source:sciencedirect.com

Full details are given for the syntheses of the protease inhibitors, poststatin and eurystatin by the acyl cyanophosphorane coupling procedure used for the formation of α-keto amides. We have also extended this methodology to the syntheses of the related α-hydroxy amide natural products, phebestin, probestin and bestatin. The key step in the latter synthetic sequences involved diastereomeric selectivity in the reduction of the α-keto precursor to the corresponding α-hydroxy amide by the use of zinc borohydride.

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