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beta-Silyl Styrene As a Dienophile in the Cycloaddition with 3,5-Dibromo-2-pyrone for the Total Synthesis of (+/-)-Pancratistatin
- Title
- beta-Silyl Styrene As a Dienophile in the Cycloaddition with 3,5-Dibromo-2-pyrone for the Total Synthesis of (+/-)-Pancratistatin
- Other Titles
- -)-Pancratistatin
- Author
- 조천규
- Keywords
- Amaryllidaceae Alkaloids; chemical synthesis; Cyclization, Isoquinolines; Molecular Structure; Pyrones, chemistry; Silicon, Styrene
- Issue Date
- 2011-12
- Publisher
- THE AMERICAN CHEMICAL SOCIETY
- Citation
- Organic Letters, 2011, 13(21), 5890p ~ 5892p
- Abstract
- A new synthetic route to (±)-pancratistatin was devised utilizing β-silyl styrene as a dienophile in the cycloaddition with 3,5-dibromo-2-pyrone. The TMS group incorporated in the cycloadduct permitted a facile elimination process for the eventual installation of the C(1)–OH function. Subsequent transformations including Curtius rearrangement and Bischler–Napieralski reactions completed the total synthesis of (±)-pancratistatin.
- ISSN
- 1523-7060
- Appears in Collections:
- COLLEGE OF NATURAL SCIENCES[S](자연과학대학) > CHEMISTRY(화학과) > Articles
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