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Pure Appl. Chem., 2002, Vol. 74, No. 1, pp. 7-10

Functional group diversity by ruthenium-catalyzed olefin cross-metathesis

F. Dean Toste, Arnab K. Chatterjee and Robert H. Grubbs

The Arnold and Mabel Beckman Laboratory of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA

Abstract: Ruthenium-catalyzed olefin cross-metathesis tolerates a wide range of functional groups, including phosphine-boranes, sulfides, amines, phenols, and oxazolines. The high functional group tolerance allows for the use of an olefin as a linchpin for the synthesis of a variety of bi-, tri-, and tetradentate chiral ligands with a high degree of functional group diversity.