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Directed Fischer Indolization as an Approach to the Total Syntheses of (+)-Aspidospermidine and (-)-Tabersonine
- Kim, Joo-Young;
- Suhl, Chang-Heon;
- Lee, Joon-Ho;
- Cho, Cheon-Gyu
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37초록
A conceptually new synthetic approach that provides general access to the aspidosperma alkaloids (+)-aspidospermidine and (-)-tabersonine was developed. This method is based on the regioselective indolization of an ene-hydrazide, which was obtained via a base-catalyzed intramolecular aza-Michael reaction, in situ trapping of the resulting enolate, and subsequent C-N coupling with phenyl hydrazide.
키워드
BIOMIMETIC ALKALOID SYNTHESES; ASPIDOSPERMA ALKALOIDS; ALLYLIC OXIDATION; PRIMARY ALCOHOLS; INDOLE SYNTHESIS; (+/-)-ASPIDOSPERMIDINE; (-)-ASPIDOSPERMIDINE; (-)-VINCADIFFORMINE; (+/-)-TABERSONINE; REARRANGEMENT
- 제목
- Directed Fischer Indolization as an Approach to the Total Syntheses of (+)-Aspidospermidine and (-)-Tabersonine
- 저자
- Kim, Joo-Young; Suhl, Chang-Heon; Lee, Joon-Ho; Cho, Cheon-Gyu
- 발행일
- 2017-11
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 19
- 호
- 22
- 페이지
- 6168 ~ 6171