Asymmetric Total Synthesis of (-)-trans-Blechnic Acid via Rhodium(II)-Catalyzed C-H Insertion and Palladium(II)-Catalyzed C-H Olefination Reactions.

Autor: Motoki Ito, Ryosuke Namie, Krishnamurthi, Janagiraman, Hitomi Miyamae, Koji Takeda, Hisanori Nambu, Shunichi Hashimoto
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Zdroj: Synlett; 2014, Vol. 25 Issue 2, p288-292, 5p
Abstrakt: An asymmetric total synthesis of (-)-trans-blechnic acid, a dihydrobenzofuran neolignan, has been achieved. The key steps involve an elaboration of the cis-2,3-dihydrobenzofuran core structure by enantio- and diastereoselective intramolecular C-H insertion using dirhodium(II) tetrakis[N-phthaloyl-(R)-tert-leucinate] [Rh2(R-PTTL)4] and a direct coupling of an acrylate unit with the core structure employing Yu's palladium(II)-catalyzed intermolecular C-H olefination. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index