20.500.12556/RUL-175433 Isocampholenic acid derivatives as potential fragrances (+)-Isocampholenic acid, prepared in two steps from (1S)-(+)-10-camphorsulfonic acid in 60% yield (on a scale of 172 mmol), served as the starting compound for the synthesis of small libraries of isocampholenic acid derivatives, comprising a total of 60 compounds, which are of interest due to their olfactory properties. Although isocampholenic acid derivatives are thermodynamically up to 5.9 kcal/mol less stable than endocyclic alkene isomers according to DFT calculation, only minor (up to 2%) isomerization to α-campholenic acid isomers was observed in most cases. The products were fully characterized, and their odor properties were preliminarily assessed by untrained laypersons. This study represents the first systematic exploration of the chemical space of isocampholenic acid. Novel derivatives with distinct odor profiles were discovered, and promising directions for future functionalization for fragrance development were identified. isokampholenic acid campholenic acid DFT calculation odor propertieses esters ethers enones ketones alcohols cyclopropanation izokamfolenska kislina kamfolenska kislina DFT kalkulacije lastnosti vonja estri etri enoni ketoni alkoholi ciklopropaniranje true false true Angleški jezik Slovenski jezik Članek v reviji 2025-10-27 12:45:06 2025-10-27 12:45:07 2025-10-28 04:28:13 0000-00-00 00:00:00 2025 0 0 34 str. iss. 18, art. 3794 Vol. 30 Sep. 2025 0000-00-00 Zaloznikova Objavljeno apc 0000-00-00 0000-00-00 0000-00-00 547.599 1420-3049 10.3390/molecules30183794 254590467 RAZ_Ciber_Luka_2025.pdf RAZ_Ciber_Luka_2025.pdf 1 ABF721C63955D08B79C01237D9BC711C 8c87771afe4bc11280bcab3c66402b5a9012a68df559349029b336a3ac510f27 7e2c3f1a-b32a-11f0-9328-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=220968 https://www.mdpi.com/1420-3049/30/18/3794 1 1741cb41-b32a-11f0-9328-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=220967 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0