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Asymmetric Total Synthesis of Lepadiformine C Using Memory of Chirality in an Intramolecular Ester Enolate Michael Addition
- Lee, Seokwoo;
- Bae, Minsik;
- In, Jinkyung;
- Kim, Jae Hyun;
- Kim, Sanghee
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23초록
The asymmetric synthesis of lepadiformine C was achieved using D-proline as the only chiral source. The synthetic strategy features the use of the principle of "memory of chirality" in an intramolecular Michael addition to construct the bicyclic intermediate without the aid of external chiral sources. A brief mechanistic rationale is presented to account for the stereochemical outcome.
키워드
TRICYCLIC MARINE ALKALOIDS; AMINO-ACID DERIVATIVES; CONJUGATE ADDITION; ENANTIOSELECTIVE SYNTHESIS; RING-SYSTEM; QUATERNARY; (-)-LEPADIFORMINE; (-)-FASICULARIN; FASICULARIN; ALKYLATION
- 제목
- Asymmetric Total Synthesis of Lepadiformine C Using Memory of Chirality in an Intramolecular Ester Enolate Michael Addition
- 저자
- Lee, Seokwoo; Bae, Minsik; In, Jinkyung; Kim, Jae Hyun; Kim, Sanghee
- 발행일
- 2017-01
- 유형
- Article
- 저널명
- Organic Letters
- 권
- 19
- 호
- 1
- 페이지
- 254 ~ 257
- 언어
- ENG
- 출판사
- AMER CHEMICAL SOC
- 발행국가
- 미국
- 분량
- 4 페이지
- ISSN
- E 1523-7052
P 1523-7060