期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 55, 期 9, 页码 3081-3085出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201510925
关键词
density functional calculations; Diels-Alder reactions; domino reactions; multicomponent reactions; polycycles
资金
- Australian Research Council
- Australian Government
1-Aminodecalins were prepared from acyclic precursors by combining the powerful twofold diene-transmissive Diels-Alder chemistry of [3]dendralenes with the simplicity of enamine formation. On mixing at ambient temperature, a simple dienal condenses with a primary or secondary amine to generate the enamine, a 1-amino-[3]dendralene insitu, and this participates as a double diene in a sequence of two Diels-Alder events with separate dienophiles. Overall, four C-C bonds and one C-N bond are formed. Mechanistic insights into these reactions are provided by means of density functional theory calculations.
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