Chiral Pool Guided Syntheses of Polycyclic Natural Products

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Chiral pools have been commonly utilized as inexpensive and versatile building blocks in organic synthesis.In this account,we provide an overview of our recent synthetic efforts toward polycyclic natural products using chiral natural small molecules(chiral pool)as starting materials.Key achieve-ments during our syntheses include intermolecular Diels-Alder/intramolecular hetero-Diels-Alder cascade to enable modification of previously pro-posed biosynthetic pathway of bolivianine,Diels-Alder-type dimerization through a conjugated furanyl diene intermediate to achieve three types of lindenane[4+2]dimers,Iron-catalyzed reductive aldol reaction to construct core of rumphellclovane E and[3,3]-rearrangement along with vinylo-gous Pummerer rearrangement to make epoxyquinol substructure of JBIR-23/-24.In the final,the outlook is also presented.
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