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Forging the Tetracyclic Core Framework of Rhodomolleins XIV and XLII: A Ring-Distortion Approach

Zhen‐Ning Yang, Huijuanzi Rao, Yuhao Yin, Shan Mu, Ziqi Jia, Hanfeng Ding

2024Organic Letters10 citationsDOI

Abstract

A ring distortion approach for the synthesis of an advanced intermediate en route to rhodomolleins XIV and XLII was described, which led to successful construction of the 5/8/5/5 tetracyclic core framework of the kalmane diterpenoids. Key steps of the strategy include an oxidative dearomatization-induced (ODI)-Diels-Alder cycloaddition, a Dowd-Beckwith rearrangement, and a bioinspired Wagner-Meerwein rearrangement.

Topics & Concepts

ChemistryCore (optical fiber)Distortion (music)Ring (chemistry)StereochemistryCombinatorial chemistryCrystallographyNanotechnologyTelecommunicationsOrganic chemistryComputer scienceMaterials scienceBandwidth (computing)AmplifierMarine Sponges and Natural ProductsBioactive Natural Diterpenoids ResearchCancer Treatment and Pharmacology
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