95529-68-3Relevant articles and documents
Unified Approach to ent -Eudesmane-Type Terpenoid Synthesis: Total Synthesis of Sinupol and Eutyscoparin A
Ota, Koichiro,Kamaike, Kazuo,Miyaoka, Hiroaki
, p. 689 - 696 (2021/10/29)
ent-Eudesmane-type terpenoids constitute a large class of natural products derived from plants, animals, and bacteria. We describe a synthetic approach to two ent-eudesmane-type terpenoids, sinupol and eutyscoparin A, that relies on a key π-facial-and endo/exoselective intramolecular Diels Alder reaction to set the C-5 C-10 stereotriads. Further key transformations of trans-fused decalin include conversion to methyl ketone via a versatile thioester intermediate and appropriate functionalization toward target compounds.
Ilicic Acid as a Natural Quiron for the Efficient Preparation of Bioactive α- and β-Eudesmol
Barrero, Alejandro F.,Herrador, M. Mar,Arteaga, Pilar,Catalan, Julieta V.
experimental part, p. 3589 - 3594 (2009/12/01)
An efficient procedure for the isolation of the sesquiterpene ilicic acid (3) on a multigram scale of extracts obtained from aerial parts of Inula viscosa (Asteraceae) was developed. Acid 3 is an appropriate starting material for short, enantio-specific s
An efficient synthetic strategy for introduction of C3-C4 double bond into eudesmane skeleton: First total synthesis of (+)-chrysanthemol
Chen, Yonggang,Zhou, Gang,Xiong, Zhaoming,Liu, Lijun,Li, Yulin
, p. 261 - 264 (2007/10/03)
The first enantioselective synthesis of (+)-chrysanthemol 1 was carried out starting from (+)-dihydrocarvone in ten steps. In our studies, a facile synthetic strategy has been developed for introduction of C3-C4 double bond into a eudesmane skeleton.
