Synthesis of coumarins by ring-closing metathesis
A. K. Chatterjee, F. D. Toste, S. D. Goldberg, and R. H. Grubbs
Arnold and Mabel Beckman Laboratories for Chemical
Synthesis, Division of
Chemistry and Chemical Engineering, California Institute of Technology,
Pasadena, CA 91125, USA
Abstract: Investigations into olefin ring-closing
metathesis (RCM) have led to a general method for the synthesis of coumarins.
Catalysts with higher activity, such as the second-generation ruthenium
catalyst, promote the intramolecular reaction between two-electron deficient
olefins. This method allows for convenient access to a variety of coumarins
substituted at both the 3- and 4-positions, as well as a tetrasubstituted
example.
*Plenary lecture presented at the XXth International
Conference on Organometallic Chemistry (ICOMC), Corfu, Greece, 7-12
July 2002. Other presentations are published in this issue,
pp. 421-494.
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