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

Total Synthesis of (±)-Aspidospermidine Starting from 3-Ethyl-5-bromo-2-pyrone
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DOI:
10.5012/bkcs.2010.31.11.3382
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发表时间:
2010-11-20
影响因子:
1.7
通讯作者:
Cho, Cheon-Gyu
Cho, Cheon-Gyu
中科院分区:
化学4区
文献类型:
--
作者:
Cho, Hyun-Kyu;Tam, Nguyen Thanh;Cho, Cheon-Gyu

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以3-乙基-5-溴-2-吡喃酮和乙烯基硫醚为起始原料,通过共轭加成-烷基化反应合成了(+/-)-螺精脒。
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