Synthesis of vinylidenecyclopropanes via gold(I)-catalyzed cyclopropanation of vinyl arenes with γ-stannylated propargyl esters.

Autor: Mori, Hiroto, Ono, Yusuke, Nakagawa, Shota, Akima, Sota, Murakami, Miki, Korenaga, Toshinobu, Nakaji-Hirabayashi, Tadashi, Kyogoku, Mayumi, Horino, Yoshikazu
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Zdroj: Chemical Communications; 11/28/2024, Vol. 60 Issue 92, p13518-13521, 4p
Abstrakt: The reaction of γ-stannylated propargyl esters in the presence of a cationic gold(I) catalyst affords vinylidenecyclopropane derivatives as a mixture of diastereomers. The cis-geometry of the alkenes is almost entirely retained in the product. DFT calculations suggest the involvement of the gold(I)-stabilized propargyl cation as a resonance form of gold(I)-coordinated allenylidene species. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index