Regiocontrolled Palladium-Catalyzed Arylative Cyclizations of Alkynols
Daishi Fujino, Hideki Yorimitsu* and Atsuhiro Osuka
*Department of Chemistry, Graduate School of Science, Kyoto
University, Sakyo-ku, Kyoto 606-8502, Japan, Email:
yori
kuchem.kyoto-u.ac.jp
D. Fujino, H. Yorimitsu, A. Osuka, J. Am. Chem. Soc., 2014, 136, 6255-6258.
DOI: 10.1021/ja502275w
Abstract
Tuning the reactivity of arylpalladium intermediates enables 5-exo and 6-endo cyclizations of alkynols. These palladium-catalyzed reactions offer a divergent synthesis of oxygen-containing heterocycles, which are of synthetic use for further derivatization. Formal synthesis of an hNK-1 receptor antagonist also showcases the utility this arylative cyclization.
see article for more examples
Key Words
3,4-dihydro-2H-pyrans, tetrahydrofurans
ID: J48-Y2014
