Reductive Cleavage of tert-Butyldimethylsilyl Ether via Intramolecular Transfer of Hydride

Parthasarathy Saravanan Department of Chemistry, Indian Institute of Technology, Kanpur, India, 208 016

Suparna Gupta Department of Chemistry, Indian Institute of Technology, Kanpur, India, 208 016

Arpita DattaGupta Department of Chemistry, Indian Institute of Technology, Kanpur, India, 208 016

Sonia Gupta Department of Chemistry, Indian Institute of Technology, Kanpur, India, 208 016

Vinod K. Singh Department of Chemistry, Indian Institute of Technology, Kanpur, India, 208 016

Abstract

The cleavage of α-hydroxy tert-butyldimethylsilyl ether to diol takes place efficiently with LAH. It has been proposed that the reaction proceeds via intramolecular hydride transfer from the alkoxy aluminium hydride. In order to substantiate this, reduction of TBDMS ether with LAH in a variety of substrates was studied.

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Reductive Cleavage of tert-Butyldimethylsilyl Ether via Intramolecular Transfer of Hydride

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Reductive Cleavage of tert-Butyldimethylsilyl Ether via Intramolecular Transfer of Hydride

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