Zn-Mediated Hydrodeoxygenation of Tertiary Alkyl Oxalates

Yang Ye; Guobin Ma; Ken Yao; Hegui Gong

doi:10.1055/a-1328-0352

Synlett, Table of Contents

Synlett 2021; 32(16): 1625-1628
DOI: 10.1055/a-1328-0352

cluster

Modern Nickel-Catalyzed Reactions

Zn-Mediated Hydrodeoxygenation of Tertiary Alkyl Oxalates

Yang Ye

^aSchool of Materials Science and Engineering, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China

,

Guobin Ma

^bCenter for Supramolecular Chemistry and Catalysis, Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China

,

Ken Yao

^aSchool of Materials Science and Engineering, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China

^bCenter for Supramolecular Chemistry and Catalysis, Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China

,

Hegui Gong ∗

^aSchool of Materials Science and Engineering, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China

^bCenter for Supramolecular Chemistry and Catalysis, Department of Chemistry, Shanghai University, 99 Shang-Da Road, Shanghai 200444, P. R. of China

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Abstract

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Abstract

Herein we describe a general, mild, and scalable method for hydrodeoxygenation of readily accessible tertiary alkyl oxalates by Zn/silane under Ni-catalyzed conditions. The reduction method is suitable for an array of structural motifs derived from tertiary alcohols that bear diverse functional groups, including the synthesis of a key intermediate en route to estrone.

Key words

Zn - silane - hydrodeoxygenation - C–O bonds - oxalates

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References

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Supplementary Material

Supporting Information