Formal Asymmetric Catalytic Thiolation witha Bifunctional Catalyst at a Water-Oil Interface: Synthesis of Benzyl Thiols
文献类型：期刊论文
| 作者 | Guo, Wengang; Wu, Bo; Zhou, Xin; Chen, Ping; Wang, Xu; Zhou, Yong-Gui; Liu, Yan; Li, Can |
| 刊名 | angewandte chemie-international edition
 |
| 出版日期 | 2015-04-07 |
| 卷号 | 54期号:15页码:4522-4526 |
| 关键词 | asymmetric catalysis organocatalysis ortho-quinone methides thiol addition |
| 英文摘要 | the enantioselective conjugated addition of tritylthiol to insitu generated ortho-quinone methides (o-qms) is catalyzed by an acid-base bifunctional squaramide organocatalyst. the transformation proceeds with high yield (up to 99%) and stereoselectivity (up to 97:3 e.r.) using water as solvent under mild conditions. the catalyst system provides a new strategy for the synthesis of optically active benzyl mercaptans. control experiments suggested that o-qms are generated by the tertiary amine moiety of the squaramide organocatalyst and that the water-oil biphase is crucial for achieving high reactivity and stereoselectivity. |
| WOS标题词 | science & technology ; physical sciences |
| 类目[WOS] | chemistry, multidisciplinary |
| 研究领域[WOS] | chemistry |
| 关键词[WOS] | o-quinone methides ; hydrogen-bond donors ; michael addition ; enantioselective addition ; conjugate addition ; emulsion droplets ; squaramide derivatives ; cinchona alkaloids ; organic catalyst ; domino reactions |
| 收录类别 | SCI |
| 语种 | 英语 |
| WOS记录号 | WOS:000352497600019 |
| 公开日期 | 2016-05-09 |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/146175]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 作者单位 | Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China |
| 推荐引用方式 GB/T 7714 | Guo, Wengang,Wu, Bo,Zhou, Xin,et al. Formal Asymmetric Catalytic Thiolation witha Bifunctional Catalyst at a Water-Oil Interface: Synthesis of Benzyl Thiols[J]. angewandte chemie-international edition,2015,54(15):4522-4526. |
| APA | Guo, Wengang.,Wu, Bo.,Zhou, Xin.,Chen, Ping.,Wang, Xu.,...&Li, Can.(2015).Formal Asymmetric Catalytic Thiolation witha Bifunctional Catalyst at a Water-Oil Interface: Synthesis of Benzyl Thiols.angewandte chemie-international edition,54(15),4522-4526. |
| MLA | Guo, Wengang,et al."Formal Asymmetric Catalytic Thiolation witha Bifunctional Catalyst at a Water-Oil Interface: Synthesis of Benzyl Thiols".angewandte chemie-international edition 54.15(2015):4522-4526. |
入库方式： OAI收割
来源：大连化学物理研究所
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