Full metadata record
DC Field | Value | Language |
---|---|---|
dc.contributor.advisor | 조천규 | - |
dc.contributor.author | 정용근 | - |
dc.date.accessioned | 2020-02-27T16:31:19Z | - |
dc.date.available | 2020-02-27T16:31:19Z | - |
dc.date.issued | 2014-02 | - |
dc.identifier.uri | https://repository.hanyang.ac.kr/handle/20.500.11754/130971 | - |
dc.identifier.uri | http://hanyang.dcollection.net/common/orgView/200000423433 | en_US |
dc.description.abstract | The Diels-Alder cycloaddition products of 3,5-dibromo-2-pyone with various dienophlies were successfully utilized for the total syntheses of amaryllidaceae alkaloids; pancratistatin, α-lycorane, 1-deoxylycorine and lycorine. For the synthesis of pancratistatin, β-silyl styrene was elaborated and used as dienophile in the Diels-Alder reaction. The silyl group in the corresponding cycloadduct was manipulated into the pivotal C1-hydroxyl group via the process involving a Peterson elimination and epoxidation. To synthesize α-lycorane and 1-deoxylycorine, we used an Eschenmoser-Claisen rearrangement as key reaction for the construction of D ring that led to the rapid synthesis of α-lycorane. Further manipulation including facial-selective dihydroxylation and Chugaev elimination allowed us to accomplish the total synthesis of 1-deoxylycorine. Recently, we have also elaborated a new synthetic route to lycorine by using (E)-β-borylstyrene as a dienophile for the Diels-Alder reaction with 3,5-dibromo-2-pyrone. The boronate group in the cycloadduct was readily oxidized into the C-1 hydroxyl group of the lycorine. | - |
dc.publisher | 한양대학교 | - |
dc.title | Total Synthesis of Bioactive Alkaloid Natural Products Starting with 3,5-Dibromo-2-pyrone as Key Synthon | - |
dc.type | Theses | - |
dc.contributor.googleauthor | 정용근 | - |
dc.sector.campus | S | - |
dc.sector.daehak | 대학원 | - |
dc.sector.department | 화학과 | - |
dc.description.degree | Doctor | - |
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.