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Regioselective Pd-catalyzed synthesis and application of 3-methyl-5-bromo-2-pyrone toward keto-phomactin A
- Ryu, Kimoon;
- Cho, Young-Suk;
- Jung, Soo-Im;
- Cho, Cheon-Gyu
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42초록
An efficient one-step synthetic protocol for 3-methyl-5-bromo-2-pyrone was developed using the C3-selective Pd-catalyzed coupling reaction of 3,5-dibromo-2-pyrone with Me3Al-dimethylaminoethanol complex. A subsequent seven-step reaction sequence provided a cyclohexenyl bromide, which served as the key intermediate for the synthesis of the keto analogue of phomactin A, in 31% overall yield.
키워드
CROSS-COUPLING REACTION; ENANTIOSELECTIVE SYNTHESIS; TRICYCLIC FURANOCHROMAN; ABSOLUTE-CONFIGURATION; CORE; METHYLATION; ANTAGONISTS; COCKROACH; HALIDES
- 제목
- Regioselective Pd-catalyzed synthesis and application of 3-methyl-5-bromo-2-pyrone toward keto-phomactin A
- 저자
- Ryu, Kimoon; Cho, Young-Suk; Jung, Soo-Im; Cho, Cheon-Gyu
- 발행일
- 2006-07
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 8
- 호
- 15
- 페이지
- 3343 ~ 3345