Studies on photochemical rearrangement of non‐oxygenated bicyclooctenones and mono‐oxygenated bicyclooctenones from masked o‐benzoquinones: Access to protoilludane and marasmane skeletons

In this work, we described flexible approaches to protoilludane‐like (5,6,4‐tricyclic ring) and marasmane‐like (5,6,3‐tricyclic ring) skeletons with naturally occurring cis/anti/cis stereochemistry using photochemical rearrangement of bicyclo[2.2.2]octenones and Diels‐Alder reaction of masked o‐benz...

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Bibliographic Details
Published inJournal of the Chinese Chemical Society (Taipei) Vol. 67; no. 3; pp. 383 - 398
Main Authors Wei‐Chun Hung, Yung‐Ching Chen, Guang‐Hao Niu, Chuang, Gary J
Format Journal Article
LanguageEnglish
Published Taipei Wiley Subscription Services, Inc 01.03.2020
Subjects
Oxygenation
Stereochemistry
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Summary:In this work, we described flexible approaches to protoilludane‐like (5,6,4‐tricyclic ring) and marasmane‐like (5,6,3‐tricyclic ring) skeletons with naturally occurring cis/anti/cis stereochemistry using photochemical rearrangement of bicyclo[2.2.2]octenones and Diels‐Alder reaction of masked o‐benzoquinones as the key steps.
ISSN:0009-4536
2192-6549
DOI:10.1002/jccs.201900460