Asymmetric cinnamylation of N-tert-butanesulfinyl imines with cinnamyl acetates: total syntheses of (+)-lycoricidine and (+)-7-deoxypancratistatin

被引:27
作者
Cai, Sen-Lin [1 ]
Yuan, Bin-Hua [1 ]
Jiang, Yi-Xiang [1 ]
Lin, Guo-Qiang [1 ]
Sun, Xing-Wen [1 ]
机构
[1] Fudan Univ, Dept Chem, 220 Handan Rd, Shanghai 200433, Peoples R China
基金
中国国家自然科学基金;
关键词
INDIUM-MEDIATED ALLYLATION; GLYOXYLIC OXIME ETHER; ALPHA-AMINO-ACIDS; AMARYLLIDACEAE ALKALOIDS; NARCICLASINE ALKALOIDS; CARBONYL ALLYLATION; UMPOLUNG ALLYLATION; EFFICIENT SYNTHESIS; ALLYLIC ALCOHOLS; DERIVATIVES;
D O I
10.1039/c7cc00108h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Highly diastereoselective palladium catalyzed cinnamylation of N-tert-butanesulfinyl imines with cinnamyl acetates has been established to provide enantioenriched beta-aryl homoallylic amines. The synthetic application of this stragety has been successfully demonstrated in the concise total syntheses of antitumor natural products (+)-lycoricidine and (+)-7-deoxypancratistatin.
引用
收藏
页码:3520 / 3523
页数:4
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