Solvent-Minimized, Chromatography-Free, Diastereoselective Synthesis of Oxazolidine-Dispirooxindoles via oxa-1,3-Dipolar Cycloaddition of 3-Oxindole
Solvent-Minimized, Chromatography-Free, Diastereoselective Synthesis of Oxazolidine-Dispirooxindoles via oxa-1,3-Dipolar Cycloaddition of 3-Oxindole
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通过 3-Oxindole 的 oxa-1,3-偶极环加成，以最小化溶剂、无色谱法、非对映选择性合成恶唑烷-二螺吲哚
DOI：
10.1021/acs.joc.7b02865
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发表时间：
2018
影响因子：
3.6
通讯作者：
Yang Hua
中科院分区：
文献类型：
--
作者：
Xia Peng-Ju;Li Jun;Qian Yu-Lun;Zhao Qing-Lan;Xiang Hao-Yue;Xiao Jun-An;Chen Xiao-Qing;Yang Hua
开发了 3-oxindoles 和多种氨基酸之间的有效非对映选择性脱羧 oxa-1,3-偶极环加成，以获得带有邻位季碳中心的新型恶唑烷-二螺吲哚骨架。该协议具有操作简单、底物范围广泛、化学产率和非对映选择性良好至优异的特点。特别是，最少的溶剂（1 mL/10 mmol）和无色谱纯化使该合成过程在绿色化学背景下更加高效和环境友好。
An efficient and diastereoselective decarboxylativeoxa-1,3-dipolar cycloaddition between 3-oxindoles and diverse amino acids is developed to access novel oxazolidine-dispirooxindole skeletons bearing vicinal quaternary carbon centers. This protocol features operational simplicity, a broad substrate scope, and good to excellent chemical yields and diastereoselectivities. In particular, minimal solvent (1 mL/10 mmol) and chromatography-free purification render this synthetic process more efficient and environmentally benign in the context of green chemistry.