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Published May 5, 1993 | Supplemental Material
Journal Article Open

Synthesis of cycloalkenes via alkylidene-mediated olefin metathesis and carbonyl olefination

Abstract

The development of efficient methods for constructing carbocycles continues to be an important goal of synthetic organic chemistry. One extremely useful approach to the formation of unsaturated carbocycles is the intramolecular dicarbonyl coupling reaction (eq 1). Oftentimes, the substrate employed in this process is generated by oxidation of a diene or of an olefinic ketone. In this communication, we report that transition-metal alkylidenes effect the direct synthesis of unsaturated carbocycles from either of these precursors (eqs 2 and 3).

Additional Information

© 1993 American Chemical Society. Received January 6, 1993. Support has been provided by the National Science Foundation (postdoctoral fellowship to G.C.F.) and the National Institutes of Health. We thank David Mai for technical assistance.

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