Support for this research to M.P.D. from the National Institutes of Health (GM 46503) is gratefully acknowledged.
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Communication
Synthesis of Tetrahydropyridazines by a Metal–Carbene-Directed Enantioselective Vinylogous N![[BOND]](http://onlinelibrarystatic.wiley.com/undisplayable_characters/00f8ff.gif)
H Insertion/Lewis Acid-Catalyzed Diastereoselective Mannich Addition†
Article first published online: 3 SEP 2012
DOI: 10.1002/anie.201203962
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Angewandte Chemie International Edition
Volume 51, Issue 39, pages 9829–9833, September 24, 2012
Additional Information
How to Cite
Xu, X., Zavalij, P. Y. and Doyle, M. P. (2012), Synthesis of Tetrahydropyridazines by a Metal–Carbene-Directed Enantioselective Vinylogous NH Insertion/Lewis Acid-Catalyzed Diastereoselective Mannich Addition . Angew. Chem. Int. Ed., 51: 9829–9833. doi: 10.1002/anie.201203962
- †
Publication History
- Issue published online: 19 SEP 2012
- Article first published online: 3 SEP 2012
- Manuscript Revised: 3 JUL 2012
- Manuscript Received: 22 MAY 2012
Funded by
- National Institutes of Health. Grant Number: GM 46503
Keywords:
- asymmetric catalysis;
- cycloaddition;
- enantioselectivity;
- rhodium;
- tetrahydropyridazines
A versatile cascade of reactions, triggered by RhII-catalyzed diazo decomposition followed by a vinylogous NH insertion/Lewis acid catalyzed Mannich addition, that produces highly substituted 1,2,3,6-tetrahydropyridazines in up to 97 % ee with high yield and diastereocontrol has been developed.