Enantiodivergent synthesis of trans-3,4-disubstituted succinimides by SmI2-mediated Reformatsky-type reaction
Enantiodivergent synthesis of trans-3,4-disubstituted succinimides by SmI2-mediated Reformatsky-type reaction
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DOI：
10.1016/j.tetlet.2008.04.090
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发表时间：
2008-06-16
影响因子：
1.8
通讯作者：
Huang, Pei-Qiang
中科院分区：
文献类型：
--
作者：
Lin, Geng-Jie;Luo, Shi-Peng;Huang, Pei-Qiang
报道了一种合成陷阱-3,4-二取代琥珀酰亚胺的对映发散策略。关键步骤是SmI(2)诱导的4-取代- o -苯甲酰化酰亚胺与羰基化合物的高度反立体选择性reformatsky型反应。双手性传输具有良好到优异的非对映选择性。(C) 2008 Elsevier Ltd版权所有。
An enantiodivergent strategy for the synthesis of traps-3,4-disubstituted succinimides is reported. The key step is a highly trans-stereoselective SmI(2)-induced Reformatsky-type reaction of 4-substituted-O-benzoylated malimides with carbonyl compounds. Double chirality transmissions were performed with good to excellent diastereoselectivities. (C) 2008 Elsevier Ltd. All rights reserved.