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Asymmetric Formal Total Syntheses of (+)- and (-)-Limaspermidine from Chirally Resolved 2-Pyrone Diels-Alder Cycloadducts via Aromatic C-H Amidation and Imino-Diels-Alder Reaction
Asymmetric Formal Total Syntheses of (+)- and (−)-Limaspermidine from Chirally Resolved 2-Pyrone Diels-Alder Cycloadducts via Aromatic C-H Amidation and Imino-Diels-Alder Reaction
- Oh, Sang-Ha;
- Oh, Joo-Yeon;
- Vo, Ngoc Binh;
- Ngo, Quoc Anh;
- Kovalenko, Vitaly;
- ... Cho, Cheon-Gyu
Citations
WEB OF SCIENCE
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1초록
A new asymmetric synthetic route to (+)- and (−)-limaspermidine was devised, starting with chirally resolved enantiomerically pure 2-pyrone Diels–Alder cycloadducts. This route utilizes intramolecular Pd-catalyzed aromatic C–H amidation and imino-Diels–Alder reactions to construct the key indoline and indolizidine subunits onto the central cyclohexane core, allowing the straightforward formal total syntheses of both (+)- and (−)-limaspermidine.
키워드
ALKALOIDS; CHEMISTRY; INDOLINES; NITRILES; STRATEGY
- 제목
- Asymmetric Formal Total Syntheses of (+)- and (-)-Limaspermidine from Chirally Resolved 2-Pyrone Diels-Alder Cycloadducts via Aromatic C-H Amidation and Imino-Diels-Alder Reaction
- 제목 (타언어)
- Asymmetric Formal Total Syntheses of (+)- and (−)-Limaspermidine from Chirally Resolved 2-Pyrone Diels-Alder Cycloadducts via Aromatic C-H Amidation and Imino-Diels-Alder Reaction
- 저자
- Oh, Sang-Ha; Oh, Joo-Yeon; Vo, Ngoc Binh; Ngo, Quoc Anh; Kovalenko, Vitaly; Cho, Cheon-Gyu
- 발행일
- 2024-09
- 유형
- Article
- 권
- 89
- 호
- 18
- 페이지
- 13501 ~ 13510
- 언어
- ENG
- 출판사
- AMER CHEMICAL SOC
- 발행국가
- 미국
- 분량
- 10 페이지
- ISSN
- E 1520-6904
P 0022-3263