4.8 Article

A superior method for the reduction of secondary phosphine oxides

Journal

ORGANIC LETTERS
Volume 7, Issue 19, Pages 4277-4280

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol0517832

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Diisobutylaluminum hydride (DIBAL-H) and triisobutylaluminum have been found to be outstanding reductants for secondary phosphine oxides (SPOs). All classes of SPOs can be readily reduced, including diaryl, arylalkyl, and dialkyl members. Many SPOs can now be reduced at cryogenic temperatures, and conditions for preservation of reducible functional groups have been found. Even the most electron-rich and sterically hindered phosphine oxides can be reduced in a few hours at 50-70 degrees C. This new reduction has distinct advantages over existing technologies.

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