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Enantioselective Copper‐Catalyzed [3+3] Cycloaddition of Azomethine Ylides with Azomethine Imines
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Citations
78
References
2013
Year
Chemical EngineeringAzomethine IminesEngineeringHeterocyclicNatural SciencesDiversity-oriented Synthesis1,3-Dipolar Reaction PartnersOrganic ChemistryOrganometallic CatalysisCatalysisImines 1ChemistryHeterocycle ChemistryMore DipolesPharmacologyStereoselective SynthesisEnantioselective Synthesis
The more dipoles, the merrier: An asymmetric [3+3] cycloaddition of azomethine ylides derived from imines 1 with azomethine imines 2 in the presence of a chiral ferrocenylphosphine–copper catalyst afforded highly functionalized heterocyclic products 3 in high yield with excellent enantio- and diastereoselectivity (see scheme; DBU=1,8-diazabicyclo[5.4.0]undec-7-ene). The 1,3-dipolar reaction partners can be readily prepared from aldehydes. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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