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Toward the synthesis of phomoidride D
Graham K Murphy1, Tatsuya Shirahata, Naoto Hama
1Department of Chemistry, Colorado State University, Fort Collins, Colorado 80523, USA.
Abstract:
An efficient and highly stereoselective approach toward the phomoidride family of natural products is described. The carbocyclic core structure was assembled using a tandem phenolic oxidation/Diels-Alder cycloaddition and a tandem 5-exo-trig/5-exo-trig radical cyclization to deliver an isotwistane intermediate that, upon a late-stage xanthate-initiated Grob fragmentation, furnishes the requisite bicyclo[4.3.1]decene.
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