Asymmetric Total Synthesis of Vincadifformine Enabled by a Thiourea‐Phosphonium Salt Catalyzed Mannich‐Type Reaction
Asymmetric Total Synthesis of Vincadifformine Enabled by a Thiourea‐Phosphonium Salt Catalyzed Mannich‐Type Reaction
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硫脲·磷盐催化曼尼希型反应不对称全合成长春花明
DOI：
10.1002/chem.201900896
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发表时间：
2019
期刊：
影响因子：
--
通讯作者：
Gang Zhao
中科院分区：
文献类型：
--
作者：
Lu Pan;Chang‐Wu Zheng;Guo‐Sheng Fang;Hao‐Ran Hong;Jun Liu;Long‐Hui Yu;Gang Zhao
报道了长春卡二甲胺的不对称全合成。在全合成中使用手性阳离子定向催化的有限策略启发了我们以富含对映体的形式获得这种生物碱的策略的发展。该路线具有硫脲-鏻盐催化的曼尼希型反应、膦促进的氮杂-Morita-Baylis-Hillman反应和三氟乙酸促进的脱保护/酰胺化级联过程。
An asymmetric total synthesis of vincadifformine is described. The limited tactics with chiral cation‐directed catalysis in total synthesis inspired the development of our strategy for accessing this alkaloid in enantionrich form. The route features a thiourea–phosphonium salt catalyzed Mannich‐type reaction, a phosphine‐promoted aza‐Morita–Baylis–Hillman reaction and a trifluoroacetic acid promoted deprotection/amidation cascade process.