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Synthetic Studies Towards Crinine-Type Amaryllidaceae Alkaloids: Synthesis of (±)-Oxocrinine and Formal Synthesis of (±)-Crinine
被引:11
|作者:
Yang, Lijuan
[2
,3
]
Wang, Xuequan
[1
]
Pan, Zhiqiang
[1
]
Zhou, Ming
[1
]
Chen, Wen
[2
,3
]
Yang, Xiaodong
[1
]
机构:
[1] Yunnan Univ, Key Lab Med Chem Nat Resource, Minist Educ, Sch Chem Sci & Technol, Kunming 650091, Yunnan, Peoples R China
[2] Yunnan Univ Nationalities, Key Lab Ethn Med Resource Chem, State Ethn Affairs Commiss, Kunming 650031, Yunnan, Peoples R China
[3] Minist Educ, Kunming 650031, Yunnan, Peoples R China
来源:
基金:
中国国家自然科学基金;
关键词:
Amaryllidaceae alkaloids;
crinine;
oxocrinine;
total synthesis;
quaternary carbon;
AZA-COPE REARRANGEMENTS;
CONCISE TOTAL-SYNTHESIS;
DIELS-ALDER REACTION;
SCELETIUM ALKALOIDS;
ANTIMALARIAL ACTIVITY;
LYCORINE;
D O I:
10.1055/s-0030-1259288
中图分类号:
O62 [有机化学];
学科分类号:
070303 ;
081704 ;
摘要:
A flexible strategy leading to the synthesis of crinine-type Amaryllidaceae alkaloids, (+/-)-oxocrinine and (+/-)-crinine, has been developed. A notable feature in this synthetic route is the construction of tetrahydro-1H-benzo[c]azepine framework using an intramolecular Heck reaction and the formation of the sterically congested spiro cyclohexenone intermediate with a Robinson annulation.
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页码:207 / 210
页数:4
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