The possibility of duplicating the efficiency and selectivity of natural processes under laboratory conditions remains a significant challenge for organic chemists. In this letter, we demonstrated that it is possible to introduce pinpoint modifications and to reshape the terpene skeleton of easily available oleananes in a biomimetic fashion. Furthermore, aromatization of the A ring of the triterpene system is reported here for the first time, mimicking what occurs exclusively in nature in sediments.
Mimicking Nature in Reshaping the Triterpene Skeleton: Synthesis of a Class of Unnatural Oleanane Derivatives / Di Biase, Edoardo; Gargiulo, Ernesto; Imperio, Daniela; Chianese, Giuseppina; Caprioglio, Diego; Amin, Hawraz Ibrahim M.; Taglialatela-Scafati, Orazio; Minassi, Alberto. - In: ORGANIC LETTERS. - ISSN 1523-7060. - 27:28(2025), pp. 7639-7642. [10.1021/acs.orglett.5c02231]
Mimicking Nature in Reshaping the Triterpene Skeleton: Synthesis of a Class of Unnatural Oleanane Derivatives
Gargiulo, ErnestoCo-primo
Membro del Collaboration Group
;Chianese, GiuseppinaMembro del Collaboration Group
;Taglialatela-Scafati, Orazio
Penultimo
Data Curation
;
2025
Abstract
The possibility of duplicating the efficiency and selectivity of natural processes under laboratory conditions remains a significant challenge for organic chemists. In this letter, we demonstrated that it is possible to introduce pinpoint modifications and to reshape the terpene skeleton of easily available oleananes in a biomimetic fashion. Furthermore, aromatization of the A ring of the triterpene system is reported here for the first time, mimicking what occurs exclusively in nature in sediments.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
