Gold-Catalyzed Cyclopropanation and the Synthesis of Komaroviquinone via Pt-Catalyzed Cyclization
- Title
- Gold-Catalyzed Cyclopropanation and the Synthesis of Komaroviquinone via Pt-Catalyzed Cyclization
- Author
- 박란화
- Alternative Author(s)
- Piao, Lanhua
- Advisor(s)
- 오창호
- Issue Date
- 2014-08
- Publisher
- 한양대학교
- Degree
- Doctor
- Abstract
- Part 1. Gold-Catalyzed Furanyl Cyclopropanation of Acyclic Conjugated Enynone
We developed an efficient cascade Au-catalyzed furanylation-cyclopropanation of acyclic enynones which bearing a double bond to the bicyclic compounds. This requires configurational change from the E-isomer to the Z-isomer prior to the furan formation. The intermediate formation was accomplished through 5-exo-dig manner and undergo cyclopropanation of double bond to furnish the product.
Part 2. Synthetic Study of Komaroviquinone via Pt-Catalyzed Cyclization
In 2010, the seniors in our group reported Pt-catalyzed hydrative cycloaddition of o-alkynylbenzaldehydes with an unsaturated bond and this methology has successfully served as a key step in total synthesis of a natural product faveline methyl ether that has [6.7.6] tricyclic skeleton. Encouraged by this result, we tried another synthetic study of koaroviquinone which was included in icetexane diterpenoid by utilizing pt-catalyzed hydrative cycloaddition as a key step.
- URI
- https://repository.hanyang.ac.kr/handle/20.500.11754/129964http://hanyang.dcollection.net/common/orgView/200000424709
- Appears in Collections:
- GRADUATE SCHOOL[S](대학원) > CHEMISTRY(화학과) > Theses (Ph.D.)
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