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Synfacts 2007(6): 0666-0666  
DOI: 10.1055/s-2007-968526
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

Polystyrene[styrene(iodo diacetate)] for Oxidative Cleavage of Diols

Contributor(s): Yasuhiro Uozumi, Yoichi M. A. Yamada
F.-E. Chen*, B. Xie, P. Zhang, J.-F. Zhao, H. Wang, L. Zhao
Fudan University, Shanghai, P. R. of China
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Publication History

Publication Date:
22 May 2007 (online)

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Significance

Poly[styrene(iodo diacetate)]-mediated oxidative cleavage of vicinal diols to aldehydes was developed. Thus, the reactions of 1,2-diols with 1.2 mol equivalents of poly[styrene(iodo di­acetate)] at room temperature gave the corresponding aldehydes in 86-98% yield. The recovered polymer reagent was reoxidized with peracetic acid to poly[styrene(iodo diacetate)] in accordance with a literature procedure (see: H. Togo, G. Nogami, M. Yokoyama Synlett 1998, 534-536).