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Updated: May 7, 2026
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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
A donor-acceptor cyclopropene as a dipole source for a silver(I) catalyzed asymmetric catalytic [3+3]-cycloaddition
Xinfang Xu1, Peter J Zavalij, Michael P Doyle
1Department of Chemistry and Biochemistry, University of Maryland, College Park, Maryland 20742, USA. mdoyle3@umd.edu.
Abstract:
Silver(I)-catalyzed asymmetric formal [3+3]-cycloaddition of nitrones with a donor-acceptor cyclopropene, formed in situ from dirhodium acetate-catalyzed dinitrogen extrusion/intramolecular cyclization of enoldiazoacetates, effectively generates 3,6-dihydro-1,2-oxazine derivatives in high yield and with exceptional stereocontrol.
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