1725-04-8Relevant articles and documents
Flow Chemistry under Extreme Conditions: Synthesis of Macrocycles with Musklike Olfactoric Properties
Seemann, Alexandra,Panten, Johannes,Kirschning, Andreas
supporting information, p. 13924 - 13933 (2021/05/29)
Starting from small cyclic ketones, continuous flow synthesis is used to produce medium-sized rings and macrocycles that are relevant for the fragrance industry. Triperoxides are important intermediates in this process and are pyrolyzed at temperatures above 250 °C. The synthesis is carried out in two continuously operated flow reactors connected by a membrane-operated separator. The practicality of flow chemistry is impressively demonstrated in this work by the use of hazardous reagent mixtures (30% H2O2, 65% HNO3) and the pyrolysis of no less problematic peroxides. All new macrocycles were tested for their olfactory properties in relation to musk.
LACTONISIERUNG VON MAKROLID-SECOSAEUREN MIT "PUSH-PULL ACETYLENEN"
Gais, H.-J.
, p. 273 - 276 (2007/10/02)
A highly efficient method for the macrolactonization of seco-acids is described.Seco-acids are converted into stable enolesters 3 by the acetylene 1, which are cyclized under proton or Lewis acid catalysis.This new method has been successfully applied to the lactonization of the 7-epi-brefeldin A seco-acids 8a, b.