title: Ruthenium-catalyzed oxidative transformations of terminal alkynes to ketenes by using tethered sulfoxides: access to β-lactams and cyclobutanones.
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.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Santa Barbara, CA (USA) http://www.chem.ucsb.edu/∼zhang/index.html.
authors.forename: Youliang
authors.initials: Y
authors.lastname: Wang
authors.forename: Zhitong
authors.initials: Z
authors.lastname: Zheng
authors.forename: Liming
authors.initials: L
authors.lastname: Zhang
keywords: cyclobutanones; ketenes; lactams; oxidation; ruthenium