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Access to [6-7-6]-Icetexanes through Sequential Cascade Cyclization and Biomimetic Ring Expansion

Authors
Le, Thuy QuynhLiaba, NiazJeong, Da InLee, JeonghyoOh, Chang Ho
Issue Date
Jan-2024
Publisher
Wiley - VCH Verlag GmbH & Co. KG
Keywords
biomimetic reaction; carbocation rearrangement; copper; cyclization; ring expansion
Citation
Asian Journal of Organic Chemistry, v.13, no.1, pp 1 - 4
Pages
4
Indexed
SCIE
SCOPUS
Journal Title
Asian Journal of Organic Chemistry
Volume
13
Number
1
Start Page
1
End Page
4
URI
https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/197147
DOI
10.1002/ajoc.202300545
ISSN
2193-5807
2193-5815
Abstract
We herein report an efficient synthetic method for preparing [6-7-6]-icetexane derivatives. This approach employs our previously designed copper-catalyzed intramolecular cyclization of enyne-aryl carbonyl substrates to generate a [6-6-6]-tricyclic abietane framework and a subsequent ring expansion protocol for the [6-7-6] scaffold. By synergizing these protocols, we established a highly efficient pathway for synthesizing icetexane compounds from readily available enyne-aryl starting materials, exhibiting remarkable versatility in accommodating various functional groups while delivering consistently high yields.
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