Synthesis 2024; 56(14): 2270-2276
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

Jacek Grodner
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%.

Supporting Information



Publikationsverlauf

Eingereicht: 21. Dezember 2023

Angenommen nach Revision: 20. Februar 2024

Artikel online veröffentlicht:
13. März 2024

© 2024. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany