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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
- Issue Date
- Nov-2011
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.13, no.21, pp.5890 - 5892
- Indexed
- SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 13
- Number
- 21
- Start Page
- 5890
- End Page
- 5892
- ISSN
- 1523-7060
- Abstract
- A new synthetic route to (+/-)-pancratistatin was devised utilizing beta-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.
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Related Researcher
- Cho, Cheon Gyu
- COLLEGE OF NATURAL SCIENCES (DEPARTMENT OF CHEMISTRY)