4.6 Article

Manganese-Catalyzed Hydrogenation of Sclareolide to Ambradiol

Journal

CHEMCATCHEM
Volume 14, Issue 1, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/cctc.202101443

Keywords

Sclareolide; Ambrox; manganese; hydrogenation; ester

Funding

  1. Ruprechts-Karls-University Heidelberg (Heidelberg University)
  2. BASF SE

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The hydrogenation of (+)-Sclareolide to (-)-ambradiol catalyzed by a manganese pincer complex was achieved with high yield. The catalyst is easy to prepare, and the reaction conditions are relatively mild, with reproducible experimental results.
The hydrogenation of (+)-Sclareolide to (-)-ambradiol catalyzed by a manganese pincer complex is reported. The hydrogenation reaction is performed with an air- and moisture-stable manganese catalyst and proceeds under relatively mild reaction conditions at low manganese and base loadings. A range of other esters could be successfully hydrogenated leading to the corresponding alcohols in good to quantitative yields using this easy-to-make catalyst. A scale-up experiment was performed leading to 99.3 % of the isolated yield of (-)-Ambradiol.

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