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Amine-catalyzed tunable reactions of allenoates with dithioesters: formal [4+2] and [2+2] cycloadditions for the synthesis of 2,3-dihydro- 1,4-oxathiines and enantioenriched thietanes
Alternative Title胺催化的联烯酸酯和双硫酯的可控反应: 通过[4+2]和[2+2]的环加成反应制备各种硫杂环系化合物
Yang HB(杨海斌); Yuan YC(袁玉超); Wei Y(魏音); Shi M(施敏)
2015
Source PublicationChem. Commun.
Volume51Issue:29Pages:6430-6433
AbstractThe chemoselective [4+2] vs. [2+2] cycloaddition between allenoates and dithioesters can be controlled by switching the nucleophilic amine catalyst. The two modes of cyclizations represent the first example of controllable and chemoselective annulations between allenoates and dienophiles catalyzed by amine. These cyclizations are useful in offering a divergent synthesis of sulfur-containing heterocycles. On the basis of this investigation, it can be realized that dithioesters with a vicinal electron-withdrawing group can react not only like a Michael acceptor but also as a ketone or imine.
Subtype论文
Subject Area金属有机化学
DOI10.1039/c5cc01313e
URL查看原文
Indexed BySCI
Language英语
WOS IDWOS:000351843500043
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Document Type期刊论文
Identifierhttp://ir.sioc.ac.cn/handle/331003/39605
Collection金属有机化学国家重点实验室
Corresponding AuthorWei Y(魏音); Shi M(施敏)
Affiliation中科院上海有机化学研究所, 金属有机化学国家重点实验室
Recommended Citation
GB/T 7714
Yang HB,Yuan YC,Wei Y,et al. Amine-catalyzed tunable reactions of allenoates with dithioesters: formal [4+2] and [2+2] cycloadditions for the synthesis of 2,3-dihydro- 1,4-oxathiines and enantioenriched thietanes[J]. Chem. Commun.,2015,51(29):6430-6433.
APA 杨海斌,袁玉超,魏音,&施敏.(2015).Amine-catalyzed tunable reactions of allenoates with dithioesters: formal [4+2] and [2+2] cycloadditions for the synthesis of 2,3-dihydro- 1,4-oxathiines and enantioenriched thietanes.Chem. Commun.,51(29),6430-6433.
MLA 杨海斌,et al."Amine-catalyzed tunable reactions of allenoates with dithioesters: formal [4+2] and [2+2] cycloadditions for the synthesis of 2,3-dihydro- 1,4-oxathiines and enantioenriched thietanes".Chem. Commun. 51.29(2015):6430-6433.
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