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Enantioselective Total Synthesis of a Natural Iridoid
- Lee, Sujin;
- Paek, Seung-Mann;
- Yun, Hwayoung;
- Kim, Nam-Jung;
- Suh, Young-Ger
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34초록
The first total synthesis of 6-hydroxy-7-(hydroxymethyl)-4-methylenehexahydrocyclopenta[c]pyran-1(3H)-one has been accomplished. A key feature of the synthesis includes facile construction of the bicyclic lactone intermediate via intramolecular Pd(0)-catalyzed allylic alkylation and the efficient transformation of this intermediate into the iridoid skeleton employing silicon tethered radical cyclization.
키워드
ASYMMETRIC TOTAL-SYNTHESIS; RADICAL CYCLIZATION; ALPHA,BETA-UNSATURATED KETONES; FORMAL SYNTHESIS; REARRANGEMENT; SECOIRIDOIDS; VERSATILE
- 제목
- Enantioselective Total Synthesis of a Natural Iridoid
- 저자
- Lee, Sujin; Paek, Seung-Mann; Yun, Hwayoung; Kim, Nam-Jung; Suh, Young-Ger
- 발행일
- 2011-07-01
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 13
- 호
- 13
- 페이지
- 3344 ~ 3347