70855-59-3Relevant articles and documents
Asymmetric Hydroarylation of Enones via Nickel-Catalyzed 5- Endo-Trig Cyclization
Qin, Xurong,Yao Lee, Marcus Wen,Zhou, Jianrong Steve
, p. 5990 - 5994 (2019/08/20)
A nickel-catalyzed reductive cyclization of enones affords a wide array of indanones in high enantiomeric induction. The reaction is featured with an unprecedented broad scope of substrates. The versatility of the new method is demonstrated in several short stereoselective syntheses of medically valuable (R)-tolterodine, parent and deuterated (+)-indatraline, and an antitumor natural product, (+)-multisianthol. In comparison, these compounds cannot be prepared satisfactorily via analogous processes catalyzed by palladium.
(+)- And (-)-mutisianthol: First total synthesis, absolute configuration, and antitumor activity
Bianco, Graziela G.,Ferraz, Helena M. C.,Costas, Arinice M.,Costa-Lotufo, Leticia V.,Pessoa, Claudia,De Moraes, Manoel O.,Schreins, Marcus G.,Pfaltz, Andreas,Silva Jr., Luiz F.
experimental part, p. 2561 - 2566 (2009/09/25)
The first synthesis of the natural product (+)-mutisianthol was accomplished in 11 steps and in 21% overall yield from 2-methylanisole. The synthesis of its enantiomer was also performed in a similar overall yield. The absolute configuration of the sesquiterpene (+)-mutisianthol was assigned as (15,37?). Key steps in the route are the asymmetric hydrogenation of a nonfunctionalized olefin using chiral iridium catalysts and the ring contraction of 1,2-dihydronaphthalenes using thallium(III) or iodine(III). The target molecules show moderate activity against the human tumor cell lines SF-295, HCT-8, and MDA-MB-435.
