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Synfacts 2009(3): 0348-0348
DOI: 10.1055/s-0028-1087741
DOI: 10.1055/s-0028-1087741
Polymer-Supported Synthesis
© Georg Thieme Verlag
Stuttgart ˙ New York
Cleavage of Benzylidene Acetal with PMA/SiO2
P. S. Kumar, G. D. K. Kumar, S. Baskaran*
Indian Institute of Technology, Madras, India
Further Information
Publication History
Publication Date:
19 February 2009 (online)
Significance
Phosphomolybdic acid supported on silica gel (PMA/SiO2) catalyzed the cleavage of benzylidene acetals at room temperature to give the corresponding diols in 75-97% yield (20 examples, equation 1). PMA/SiO2 was also applied to the deacetalization of N-protected 2-phenyl-1,3-oxazolidines (88-95% yield, 5 examples, equation 2). The catalyst was recovered by simple filtration and reused three times without significant loss of catalytic activity.