期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 84, 期 17, 页码 10825-10831出版社
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.9b01390
关键词
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资金
- CONICYT project FONDECYT Initiation [11160465]
- FONDECYT [3170653]
A systematic experimental and theoretical study of the intermolecular Aza-Diels-Alder reaction using 5-aminopyrrole as a building block shows that the commonly accepted endo selectivity, ruled by controversial secondary orbital interactions, are overcome by non-covalent interactions affording to the unusual exo adduct. Additionally, the regioselectivity is also influenced for such interactions. The starting materials are easily prepared, and the use of water as the solvent is a great achievement for the development of cleaner synthetic methodologies.
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