Alkyne-mediated domino hydroformylation/double cyclization: mechanistic insight and synthesis of (±)-tashiromine

被引:24
作者
Chiou, Wen-Hua [1 ]
Lin, Yi-Huei [1 ]
Chen, Guei-Tang [1 ]
Gao, Yu-Kai [1 ]
Tseng, Yu-Che [1 ]
Kao, Chien-Lun [1 ]
Tsai, Jui-Chi [1 ]
机构
[1] Natl Chung Hsing Univ, Dept Chem, Taichung 402, Taiwan
关键词
INDOLIZIDINE ALKALOIDS; AZA-ANNULATION; ROUTE; (+/-)-5-EPITASHIROMINE; (+)-TASHIROMINE; REDUCTION; ADDITIONS;
D O I
10.1039/c0cc05646d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel domino reaction, alkyne-mediated domino hydroformylation/double cyclization, has been developed for rapid preparation of indolizidine type alkaloids. DFT calculations were applied for rationales of reactivity and selectivity. A concise synthesis of tashiromine as the application of the methodology is also reported.
引用
收藏
页码:3562 / 3564
页数:3
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