Access to [6-7-6]-Icetexanes through Sequential Cascade Cyclization and Biomimetic Ring Expansion
- Authors
- Le, Thuy Quynh; Liaba, Niaz; Jeong, Da In; Lee, Jeonghyo; Oh, 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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