Synthesis of Dehydromuscone by an Alkene Metathesis Macrocyclization Reaction at 0.2 M Concentration

Abstract

The industrial fragrance compound dehydromuscone was synthesized in five linear steps and 19% overall yield. The synthesis features a highly efficient nondiluted ring-closing metathesis macrocyclization reaction as a key step that proceeds at a 0.2 M concentration in the presence of 0.1 mol% Nitro-Grela catalyst. The synthesis employs commercially available linear starting materials and is shorter by at least two steps than the current industrial synthesis route.

Key words

macrocyclization - dehydromuscone - Grela’s catalyst - fragrances - ring-closing metathesis - macrocycles

Publication History

Received: 05 August 2022

Accepted after revision: 29 August 2022

Accepted Manuscript online:
29 August 2022

Article published online:
12 October 2022

• References and Notes

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