Tamao-Kumada hydroxylation

This final option, the so-called Tamao-Kumada hydroxylation method, offers the greatest potential for further development. What makes it unique is its stereoselectivity, the silicon being displaced by oxygen under complete retention of configuration. 

The Tamao-Kumada and Fleming oxidation reactions involve the oxidation of specific silyl groups to provide a hydroxyl group with retention of configuration.1... 

Magar, S. S., Fuchs, P. L. Synthesis of tertiary alcohols via the use of the allyidimethylsilyl moiety as a latent hydroxyl group in the Kumada-Fleming-Tamao reaction. Tetrahedron Lett. 1991,32, 7513-7516. 

Shortly after the initial report by Tamao and Kumada, Fleming and co-workers reported a similar use of silanes as masked hydroxyl groups.4 In contrast, the Fleming... 

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