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

Authors
Cho, Hyun-KyuTam, Nguyen ThanhCho, Cheon-Gyu
Issue Date
Nov-2010
Publisher
WILEY-V C H VERLAG GMBH
Keywords
Total synthesis; Aspidospermidine; Diels-Alder reaction; 3,5-Dibromo-2-pyrone; Tandem reaction
Citation
BULLETIN OF THE KOREAN CHEMICAL SOCIETY, v.31, no.11, pp.3382 - 3384
Indexed
SCIE
SCOPUS
KCI
Journal Title
BULLETIN OF THE KOREAN CHEMICAL SOCIETY
Volume
31
Number
11
Start Page
3382
End Page
3384
URI
https://scholarworks.bwise.kr/hanyang/handle/2021.sw.hanyang/173552
DOI
10.5012/bkcs.2010.31.11.3382
ISSN
0253-2964
Abstract
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
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