A Superior Method for the Reduction of Secondary Phosphine Oxides
Organic Letters2005Vol. 7(19), pp. 4277–4280
Citations Over TimeTop 10% of 2005 papers
Carl A. Busacca, Jon C. Lorenz, Nelu Grinberg, Nizar Haddad, Matt Hrapchak, Bachir Latli, Heewon Lee, Paul S. Sabila, Anjan K. Saha, Max Sarvestani, Shun-Qing Shen, Richard Varsolona, Xudong Wei, Chris H. Senanayake
Abstract
[reaction: see text] 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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