Studies directed toward the synthesis of hedycoropyrans: total synthesis of des-hydroxy (−)-hedycoropyran B (<i>ent</i>-rhoiptelol B)
Priyanka Kataria, Rajesh Nomula, Ravindar Kontham
Abstract
-rhoiptelol B) from simple and readily accessible building blocks of 4-allylanisole and vanillin, employing Sharpless asymmetric epoxidation, CBS reduction, and an intramolecular AgOTf-catalyzed oxa-Michael reaction of suitably functionalized hydroxy-ynone as key transformations. The investigations disclosed herein will provide insights into designing novel synthetic routes for THP-DAH-derived natural products.
Topics & Concepts
ChemistryTotal synthesisIntramolecular forceStereochemistryCombinatorial chemistryTraditional and Medicinal Uses of AnnonaceaeAlkaloids: synthesis and pharmacologyAsymmetric Synthesis and Catalysis