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Synthesis 2024; 56(14): 2270-2276
DOI: 10.1055/s-0042-1751573
DOI: 10.1055/s-0042-1751573
paper
Stereoselective Reduction of Conjugated and Non-conjugated Triple Bonds in Attractant Precursors with Zn Activated by Cu: A Designed Approach to the Synthesis of Conjugated Dienic Pheromones
This work was partially supported by funds for current activities (subsidy) from the Ministerstwo Edukacji i Nauki (Ministry of Education and Science).
Abstract
A simple, highly stereoselective, and efficient method to obtain important attractants by the reduction of the triple bond in several E-enynes and hex-3-ynyl acetate by an activated Zn-Cu system is described. The stereoselectivity of the semireduction for the generation of a new (Z)-C=C bond was >98%. The substrates for the reduction reaction were obtained by new synthetic routes with an overall yield of more than 40%.
Key words
stereoselective synthesis - reduction - cross-coupling - semiochemicals - dienes - acetalsSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0042-1751573.
- Supporting Information
Publication History
Received: 21 December 2023
Accepted after revision: 20 February 2024
Article published online:
13 March 2024
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