TY - JOUR
T1 - Mimicking Nature in Reshaping the Triterpene Skeleton
T2 - Synthesis of a Class of Unnatural Oleanane Derivatives
AU - di Biase, Edoardo
AU - Gargiulo, Ernesto
AU - Imperio, Daniela
AU - Chianese, Giuseppina
AU - Caprioglio, Diego
AU - Amin, Hawraz Ibrahim M.
AU - Taglialatela-Scafati, Orazio
AU - Minassi, Alberto
N1 - Publisher Copyright:
© 2025 The Authors. Published by American Chemical Society
PY - 2025/7/18
Y1 - 2025/7/18
N2 - 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.
AB - 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.
UR - https://www.scopus.com/pages/publications/105010206722
U2 - 10.1021/acs.orglett.5c02231
DO - 10.1021/acs.orglett.5c02231
M3 - Article
SN - 1523-7060
VL - 27
SP - 7639
EP - 7642
JO - Organic Letters
JF - Organic Letters
IS - 28
ER -