Concise biomimetic syntheses of the Strychnos-Strychnos-type bis-indole alkaloids (-)-leucoridineâ A (1) and C (2) were accomplished through the biomimetic dimerization of (-)-dihydrovalparicine (3). Enâ route to 3, the known alkaloids (+)-geissoschizoline (8) and (-)-dehydrogeissoschizoline (10) were also prepared. DFT calculations were employed to elucidate the mechanism, which favors a stepwise aza-Michael/spirocyclization sequence over the alternate hetero-Diels-Alder cycloaddition reaction.
Biomimetic Total Syntheses of (-)-Leucoridinesâ A and C through the Dimerization of (-)-Dihydrovalparicine.
通过 (-)-二氢丙氨酸二聚化仿生合成 (-)-白细胞素 A 和 C
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作者：Kokkonda Praveen, Brown Keaon R, Seguin Trevor J, Wheeler Steven E, Vaddypally Shivaiah, Zdilla Michael J, Andrade Rodrigo B
| 期刊： | Angewandte Chemie-International Edition | 影响因子： | 16.900 |
| 时间： | 2015 | 起止号： | 2015 Oct 19; 54(43):12632-5 |
| doi： | 10.1002/anie.201505198 | 研究方向： | 细胞生物学 |
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