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Metal-free intramolecular cyclopropanation of alkenes through iodonium ylide methodology
Authors:Robert M Moriarty  Sachin Tyagi  Mark Kinch
Institution:University of Illinois at Chicago, 845 W. Taylor St., Chicago, IL 60607, USA
Abstract:Intramolecular cyclopropanation of alkenes occurs thermally with iodonium ylides in the absence of conventional metal catalysts such as Rh(II) and Cu(II). In rigid molecular systems conversions are near quantitative. A mechanism is proposed involving formal 2+2 cycloaddition followed by reductive elimination of PhI to yield the cyclopropane.
Keywords:Metal-free  Hypervalent iodine  Cyclopropanation  Cyclopropyl keto-esters  Iodonium ylide
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