Total Synthesis of (+/-)-Aspidospermidine Starting from 3-Ethyl-5-bromo-2-pyrone

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초록

A new synthetic route to (+/-)-aspidospermidine was devised, starting from the cycloadduct of 3-ethyl-5-bromo-2-pyrone with vinyl sulfide through a tandem conjugate addition-alkylation sequence The requisite 3-ethyl-5-bromo-2-pyrone was prepared via the C3-selective Pd-catalyzed coupling reaction with Et3Al-dimethylaminoethanol complex

키워드

Total synthesis; Aspidospermidine; Diels-Alder reaction; 3,5-Dibromo-2-pyrone; Tandem reaction; INTRAMOLECULAR SCHMIDT REACTION; DIELS-ALDER CYCLOADDITIONS; FORMAL TOTAL SYNTHESIS; ASPIDOSPERMA ALKALOIDS; EFFICIENT SYNTHESIS; COUPLING REACTIONS; ARYL; (+)-ASPIDOSPERMIDINE; (+/-)-CRININE; STRATEGY
제목
Total Synthesis of (+/-)-Aspidospermidine Starting from 3-Ethyl-5-bromo-2-pyrone
저자
Cho, Hyun-Kyu; Tam, Nguyen Thanh; Cho, Cheon-Gyu
DOI
10.5012/bkcs.2010.31.11.3382
발행일
2010-11
유형
Article
저널명
Bulletin of the Korean Chemical Society
권
31
호
11
페이지
3382 ~ 3384

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