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Pure Appl. Chem. 75(10), 1453-1475, 2003

Pure and Applied Chemistry

Vol. 75, Issue 10

Ring opening of heterocycles by an arene-catalyzed lithiation*

M. Yus

Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Alicante, Apdo.99, 03080 Alicante, Spain

Abstract: The ring opening of different three-, four-, five-and six-membered oxygen-, nitrogen- and sulfur-containing saturated heterocycles using lithium and a catalytic amount of an arene (naphthalene or DTBB) yields a series of functionalized organolithium compounds, which, by reaction with different electrophiles, allow the preparation of polyfunctionalized molecules in only one synthetic operation.

*Lecture presented at the 4th Florida Heterocyclic Conference, Gainesville, Florida, 10-12 March 2003. Other presentations are published in this issue, pp. 1403-1475.

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