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Construction of the Tetracyclic Core Structure of Dysiherbols A–C

Rong Liu, Mengwei Xia, Cichang Ling, Shaomin Fu, Bo Liu

2022Organic Letters14 citationsDOI

Abstract

A synthetic study on the construction of the tetracyclic core structure of dysiherbols A–C is presented herein. In this synthesis, intramolecular [2 + 2] cycloaddition introduces a fused 6/4 ring system, followed by a Pd-catalyzed semipinacol rearrangement/Csp2–H arylation cascade to construct the ring C, and visible-light-mediated ring-opening of cyclopropyl silyl ether installs the tetracyclic core of dysiherbols.

Topics & Concepts

ChemistryIntramolecular forceRing (chemistry)Silyl etherCore (optical fiber)CycloadditionStereochemistryCascadeEtherCombinatorial chemistrySilylationCatalysisOrganic chemistryComputer scienceTelecommunicationsChromatographyBiological Activity of Diterpenoids and BiflavonoidsBioactive Natural Diterpenoids ResearchBiological and pharmacological studies of plants
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