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Ruthenium‐Catalyzed Oxidative Transformations of Terminal Alkynes to Ketenes By Using Tethered Sulfoxides: Access to β‐Lactams and Cyclobutanones
Authors:Youliang Wang  Zhitong Zheng  Prof?Dr Liming Zhang
Institution:Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA (USA) http://www.chem.ucsb.edu/~zhang/index.html
Abstract:The oxidation of in situ generated Ru vinylidenes to ketenes is realized with tethered sulfoxides. The result is a Ru‐catalyzed oxidative transformation of terminal alkynes to highly valuable ketenes. Moreover, the ketenes generated here were shown to undergo characteristic ketene 2+2] cycloaddition reactions with tethered alkenes and external imines, yielding synthetically versatile bicyclic cyclobutanones and β‐lactams, respectively.
Keywords:cyclobutanones  ketenes  lactams  oxidation  ruthenium
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