A superior method for the reduction of secondary phosphine oxides

被引:133
作者
Busacca, CA [1 ]
Lorenz, JC [1 ]
Grinberg, N [1 ]
Haddad, N [1 ]
Hrapchak, M [1 ]
Latli, B [1 ]
Lee, H [1 ]
Sabila, P [1 ]
Saha, A [1 ]
Sarvestani, M [1 ]
Shen, S [1 ]
Varsolona, R [1 ]
Wei, XD [1 ]
Senanayake, CH [1 ]
机构
[1] Boehringer Ingelheim Pharmaceut Inc, Dept Chem Dev, Ridgefield, CT 06877 USA
关键词
D O I
10.1021/ol0517832
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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.
引用
收藏
页码:4277 / 4280
页数:4
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