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Synfacts 2008(8): 0890-0890  
DOI: 10.1055/s-2008-1077930
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Partial Hydrogenation of Alkynes to cis-Olefins

Contributor(s): Yasuhiro Uozumi, Go Hamasaka
H. Sajiki*, S. Mori, T. Ohkubo, T. Ikawa, A. Kume, T. Maegawa, Y. Monguchi
Gifu Pharmaceutical University, Japan
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Publication History

Publication Date:
23 July 2008 (online)

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Significance

The Pd(0)/polyethyleneimine (PEI) catalyst was prepared by mixing Pd(OAc)2 and a MeOH solution of PEI under Ar atmosphere, followed by treatment with H2 (1 atm). The partial ­hydrogenation of internal alkynes 1 was carried out in the presence of Pd(0)/PEI under 1 atm of H2 to give the corresponding cis-olefins 2 with high selectivity. Terminal alkynes 5 also underwent the partial hydrogenation with Pd(0)/PEI to afford vinyl 6 as major products.