4.4 Article

Rhenium complex-catalyzed deoxygenation and silylation of alcohols with hydrosilane

Journal

TETRAHEDRON LETTERS
Volume 99, Issue -, Pages -

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2022.153839

Keywords

Rhenium; Deoxygenation; Alcohols; Hydrosilane

Funding

  1. JSPS KAKENHI [18K05131]
  2. Grants-in-Aid for Scientific Research [18K05131] Funding Source: KAKEN

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The rhenium complex catalyzes the efficient reduction of benzylic, tertiary, and allylic alcohols using hydrosilane, resulting in the formation of alkanes. Different types of alcohols exhibit different side reactions.
The reduction of benzylic, tertiary, and allylic alcohols with hydrosilane was efficiently catalyzed by the rhenium complex, such as ReBr(CO)5, to give the corresponding deoxygenarated products, alkanes, in moderate to good yields. In the case of aliphatic secondary alcohol, the alkane was formed along with the formation of dehydrated products. On the other hand, in the case of primary and cyclic alcohols, silylation of alcohols proceeded to form the corresponding silyl ethers.(c) 2022 Elsevier Ltd. All rights reserved.

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