In the past decade, libraries of biphenol-based phosphite, phosphramidite, and diphosphonite ligands have been designed and developed in our laboratory. These ligands are easy to prepare and fine-tunable through modification of the groups at 3,3'-positions and the substituents attached to the phosphorous atoms. Therefore, our chiral ligand system is suitable for new and specific asymmetric reactions to follow the rapid progress in modern synthetic organic chemistry, e.g., the asymmetric allylic substitution reactions. As an exploration of the scope of the applications of our chiral ligands, we studied the Pd-catalyzed asymmetric allylic etherification in the most critical step to introduce the chiral centers to the key intermediates for the total synthesis of (-)-Galanthamine. Figure 1. <img src='https://acs-archive-assets2.s3.amazonaws.com/240nm/uploads/45557_untitled.jpg' alt='' />

Pd-catalyzed asymmetric allylic etherification using chiral biphenol-based diphosphonite ligands and its application for the formal total syntheses of (-)-galanthamine

244th National Meeting (2012)

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