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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
- Jung, Yong-Geun;
- Kang, Ho-Ung;
- Cho, Hyun-Kyu;
- Cho, Cheon-Gyu
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42초록
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.
키워드
DIELS-ALDER REACTION; ANTINEOPLASTIC AGENTS; AMARYLLIDACEAE ALKALOIDS; (+)-PANCRATISTATIN; PANCRATISTATIN; NARCICLASINE; (+)-NARCICLASINE; (+/-)-CRININE
- 제목
- beta-Silyl Styrene As a Dienophile in the Cycloaddition with 3,5-Dibromo-2-pyrone for the Total Synthesis of (+/-)-Pancratistatin
- 저자
- Jung, Yong-Geun; Kang, Ho-Ung; Cho, Hyun-Kyu; Cho, Cheon-Gyu
- 발행일
- 2011-11
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 13
- 호
- 21
- 페이지
- 5890 ~ 5892