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- Title
Highly Enantioselective Dearomatizing Formal [3+3] Cycloaddition Reactions of N-Acyliminopyridinium Ylides with Electrophilic Enol Carbene Intermediates.
- Authors
Xu, Xinfang; Zavalij, Peter Y.; Doyle, Michael P.
- Abstract
Extrusion of dinitrogen from enol diazoacetates with a RhII catalyst generates metal enol carbenes. Subsequent vinylogous addition of these to N‐acyliminopyridinium ylides results in an effective formal [3+3] cycloaddition to give highly substituted 1,2,3,6‐tetrahydropyridazines in up to 98 % ee and high yield.
- Subjects
RING formation (Chemistry); NITROGEN ylides; PYRIDINIUM compounds; CHEMICAL synthesis; CARBOXYLATES; REACTIVITY (Chemistry); REGIOSELECTIVITY (Chemistry)
- Publication
Angewandte Chemie International Edition, 2013, Vol 52, Issue 48, p12664
- ISSN
1433-7851
- Publication type
Article
- DOI
10.1002/anie.201305539