Selective Cross-Dimerization’s of conjugated Compounds by Ru(0) Catalyst

Date & time

11am–12pm 13 August 2014

Location

Building 138, Seminar Room

Speakers

Prof Masafumi Hirano

Contacts

 Gavin Perri
 61252391

One of the ultimate goals for the synthetic chemistry is the enantioselective synthesis by a zero-emission process. In this presentation, we disclose how we develop the first enatioselective cross-dimerization between substituted alkenes. A Ru (0) complex having a chiral diene ligand2-methylbicycle[3.3.1]nona-2,6-diene (S,S)-1b was newly prepared. The treatment of methyl methacrylate with 2,5-dihydrofurane in the presence of (S,S)-1b (10 mol%) at 20°C for 7 days produced 4b in 74% yield and 80% ee.1 This reaction goes through the oxidative coupling mechanism.
Reference:
(1) Hiroi, Y.; Komine, N.; Komiya, S.; Hirano, M. Org. Lett. 2013, 15, 2486.
(2) Hirano, M.; Inoue, H.; Okamoto, T.; Ueda, T.; Komine, N.; Komiya, S.; Wang, X.-Q.; Bennett, M. A. New J.
Chem. 2013, 37, 3433.
 

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