A Practical in situ Generation of the Schwartz Reagent. Reduction of Tertiary Amides to Aldehydes and Hydrozirconation
Yigang Zhao and Victor Snieckus*
*Department of Chemistry, Queen’s University, Kingston, Ontario K7L 3N6, Canada, Email: snieckuschem.queensu.ca
Y. Zhao, V. Snieckus, Org. Lett., 2014, 16, 390-393.
DOI: 10.1021/ol403183a (free Supporting Information)
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A highly efficient in situ generation of the Schwartz reagent provides a convenient method for the reduction of amides to aldehydes and the regioselective hydrozirconation-iodination of alkynes and alkenes. These single-step, processes proceed in very short reaction time, show excellent functional group compatibility, and use inexpensive and long-storage stable reducing reagents.
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J. Morin, Y. Zhao, V. Snieckus, Org. Lett., 2013, 15, 4102-4105.