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Communication
Copper-Catalyzed Diastereo- and Enantioselective Sequential Reactions of Propargylic Acetates with (E)-2,4-Pentadienylamine
Article first published online: 23 DEC 2009
DOI: 10.1002/cctc.200900264
Copyright © 2010 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Additional Information
How to Cite
Hattori, G., Miyake, Y. and Nishibayashi, Y. (2010), Copper-Catalyzed Diastereo- and Enantioselective Sequential Reactions of Propargylic Acetates with (E)-2,4-Pentadienylamine. ChemCatChem, 2: 155–158. doi: 10.1002/cctc.200900264
Publication History
- Issue published online: 1 FEB 2010
- Article first published online: 23 DEC 2009
- Manuscript Received: 19 OCT 2009
Funded by
- Grant-in-Aids for Scientific Research for Young Scientists (S). Grant Number: 19675002
- Scientific Research on Priority Areas. Grant Number: 18066003
- Ministry of Education, Culture, Sports, Science and Technology (Japan)
- Takasago International Corporation
Keywords:
- asymmetric synthesis;
- copper;
- cycloaddition;
- diastereoselectivity;
- enantioselectivity
Natural selection: The copper-catalyzed diastereo- and enantioselective sequential reactions of propargylic acetates with (E)-2,4-pentadienylamine give the corresponding 1,2-disubstituted tetrahydroisoindoles in high yields with high diastereo- and enantioselectivities, in which only a single copper works as a catalyst to promote both steps: the propargylic amination and intramolecular [4+2] cycloaddition.