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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 9, 1979 - Issue 9
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Original Articles

A Reductive 1,2 Transposition of Acyclic Ketones

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Pages 841-844 | Received 11 Jun 1979, Published online: 05 Dec 2006
 

Abstract

Earlier we noted that the hydroboration of the trimethylsilyl enol ether of an acyclic ketone results in an elimination of a trimethylsiloxyborane moiety with the subsequent formation of an olefin.1,2 The olefin formed then undergoes hydroboration giving a monoalcohol upon oxidation. (eq 1) We wish to report here on the utility of this sequence, illustrated in eq 1, in the reductive 1,2 transposition of acyclic ketones.3

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