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Synfacts 2009(1): 0108-0108  
DOI: 10.1055/s-0028-1087254
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Polymer-Supported Ruthenium Catalyst for Carbenoid Transfer Reactions

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada, Chung Keun Jin
M. K.-W. Choi, W.-Y. Yu, M.-H. So, C.-Y. Zhou, Q.-H. Deng, C.-M. Che*
The University of Hong Kong, The Hong Kong Polytechnic University and Shanghai Institute of Organic Chemistry, Shanghai, P. R. of China
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Publication History

Publication Date:
18 December 2008 (online)

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Significance

A soluble polymer-supported ruthenium nanoparticle catalyst (NCPS-Ru 1) was prepared from [RuCl2(PhCO2Et)]2 (0.1 g) and non-cross-linked polystyrene (NCPS) (0.5 g). The catalyst was used in the intramolecular carbenoid C-H insertion reaction of α-diazoacetamides. Thus, the C-H insertion reaction of α-diazoacetamides 5a-c (1 mmol) was carried out in toluene with NCPS-Ru 1 (1 mol%) to give the corresponding cis-β-lactams 6a-c (90-98%, 3 examples). Catalyst 1 was readily recovered and reused ten times without loss of activity (1st use: 97%, 10th use: 94%).