Sodium perborate: A mild and convenient reagent for efficiently oxidizing trialkylboranes
作者:George W Kabalka、Timothy M Shoup、Naganna M Goudgaon
DOI:10.1016/s0040-4039(00)99497-8
日期:1989.1
Sodium perborate, a readily available and inexpensive reagent, efficientlyoxidizes organoboranes. The reagent permits the oxidation of a wide variety of functionally substituted organoboranes. In nearly every instance, the product yields exceed those obtained using standard oxidation procedures.
Trialkylboranes derived from terminal, cyclic and bicyclic olefins via hydroboration with 5 mole percent excess borane undergo ready redistribution with boron trichloride at 110° to give the corresponding alkyldichloroboranes, providing a convenient synthesis of such derivatives. On the other hand, trialkylboranes derived from internal olefins, such as 3-hexene, undergo this reaction more sluggishly
The preparation of α-hydroxyorganosilanes from α-borylorganosilane intermediates [1]
作者:Gerald L. Larson、Rafael Argülles、Osvaldo Rosario、Sydia Sandoval
DOI:10.1016/s0022-328x(00)84658-6
日期:1980.9
The generation of α-silyl-α-borylmethane derivatives as intermediates and their oxidation to α-hydroxyorganosilanes is reported. The formation of the intermediate α-silyl-α-borylmethane derivatives is via the type I transfer reaction of organoboranes with either (trimethylsilyl)bromomethyllithium and (phenyldimethylsilyl)chloromethyllithium in THF or in some cases hexane.